Photo-stable cosmetic and pharmaceutical formulations containing UV-filters

ABSTRACT

A method of using compounds of formula I                    
     in which the C═C double bond is present in E and/or Z configuration and the variables have the following meanings: 
     R 1  denotes COOR 5 , COR 5 , CONR 5 R 6 , CN, O═S(—R 5 )═O, O═S(═OR 5 )═O, R 7 O—P(—OR 8 )═O; 
     R 2  denotes COOR 6 , COR 6 , CONR 5 R 6 , CN, O═S(—R 6 )═O, O═S(═OR 6 )═O, R 7 O—P(—OR 8 )═O; 
     R 3  denotes hydrogen, an optionally substituted aliphatic, cycloaliphatic, araliphatic or aromatic radical having in each case up to 18 carbon atoms; 
     R 4  denotes an optionally substituted aromatic or heteroaromatic radical containing from 5 to 12 ring atoms; 
     R 5  to 
     R 8  independently denote hydrogen, an open-chain or branched-chain aliphatic, araliphatic, cycloaliphatic or optionally substituted aromatic radical containing in each case up to 18 carbon atoms, 
     where the variables R 3  to R 8  may also form, together with the carbon atoms to which they are attached, a 5-membered or 6-membered ring, which may be anellated if desired, 
     as UV filters, particularly UV-A filters, in cosmetic and pharmaceutical formulations for the protection of the human skin or human hair from solar radiation, alone or together with compounds known per se in cosmetic and pharmaceutical formulations and capable of absorbing radiation in the UV range.

This application is a division of application Ser. No. 09/266,968, filed Mar. 12, 1999, now U.S. Pat. No. 6,037,487, which is a division of application Ser. No. 08/972,391, filed Nov. 18, 1997, now U.S. Pat. No. 5,945,091.

The invention relates to the use of enamine derivatives as photo-stable UV filters in cosmetic and pharmaceutical formulations for the protection of the human sepidermis or human hair from UV radiation, specifically that ranging from 320 to 400 nm.

It is the purpose of the screening agents used in cosmetic and pharmaceutical formulations to prevent injurious influences of sunlight on the human skin or at least to reduce the effects thereof. On the other hand these screening agents also serve to protect other ingredients from destruction or degradation due to UV radiation. In hair-care formulations it is desirable to reduce damage to the keratin fiber caused by UV radiation.

The sunlight reaching the earth's surface has a concentration of UV-B radiation (from 280 to 320 nm) and UV-A radiation (>320 nm ), which follow directly on the visible light range. The effect thereof on the human skin is demonstrated by sunburn, this being particularly so in the case of UV-B radiation. Accordingly the market offers a relatively large number of substances which absorb UV-B radiation and thus prevent sunburn.

Dermatological investigations have now shown that UV-A radiation can also cause skin lesions and allergies by, for example, causing damage to keratin or elastin. This means that the elasticity and water-holding capacity of the skin are reduced, ie the skin is less supple and tends to form wrinkles. The remarkably high abundance of skin cancer in areas of strong sunshine clearly shows that damage to hereditary factors in the cells is caused by sunlight, specifically by UV-A radiation. Knowing all this, it is clear that the development of efficient filtering substances for the UV-A range is necessary.

There is a growing need for screening agents for cosmetic and pharmaceutical formulations which may primarily serve as UV-A filters and whose absorption maxima should therefore be in the range of from approximately 320 to 380 nm. In order to achieve the desired action with a minimal amount of material, such screening agents should additionally show a high degree of specific absorption.

Furthermore, screening agents for cosmetic preparations must also satisfy a large number of other demands, for example show good solubility in cosmetic oils, high stability of the emulsions prepared therefrom, toxicological acceptability and also little intrinsic odor and little intrinsic color.

Another requirement to be satisfied by screening agents is: adequate photostability. However, this is not or only insufficiently provided by the hitherto available screening agents for the absorption of UV-A radiation.

In French patent specification No. 2,440,933, 4-(1,1-dimethylethyl)-4-methoxy-dibenzoylmethane is described as a UV-A filter. It is proposed therein that this specific UV-A filter, which is sold by GIVAUDAN under the trade name “PARSOL 1789”, be used in combination with UV-B filters in order to absorb all of the UV radiation having a wavelength from 280 to 380 nm.

However, this UV-A filter, when used alone or in combination with UV-B filters, is not sufficiently photochemically stable to ensure constant protection of the skin during a lengthy sunbath, which makes it necessary to re-apply it to the skin at regular short intervals, if it is desired to achieve effective protection of the skin from the entire range of UV radiation.

EP 0,514,491 therefore proposes that the insufficiently photo-stable UV-A filters be stabilized by the addition of 2-cyano-3,3-diphenylacrylates, which are themselves active as filters for the UV-B range.

Furthermore, EP 251,398 has already proposed that chromophores that are capable of absorbing UV-A radiation and UV-B radiation be combined to a single molecule by a connecting link. This suffers from the drawbacks that free combination of UV-A filters and UV-B filters in cosmetic formulations is no longer possible and that difficulties encountered in chemically linking the chromophores permit the use of only certain combinations.

It is thus an object of the present invention to propose screening agents for cosmetic and pharmaceutical purposes which achieve high absorption in the UV-A range and which are photo-stable, have little intrinsic color ie exhibit a well-defined band structure and are soluble in oil or water depending on the substituent incorporated.

This object is achieved, according to the invention, by the use of compounds of formula I

in which the C═C double bond is present in E and/or Z configuration and the variables have the following meanings:

R¹ denotes COOR⁵, COR⁵, CONR⁵R⁶, CN, O═S(—R⁵)═O, O═S(—OR⁵)═O, R⁷O—P(—OR⁸)═O;

R² denotes COOR⁶, COR⁶, CONR⁵R⁶, CN, O═S(—R⁸)═O, O═S(═OR⁶)═O, R⁷O—P(—OR⁸)═O;

R³ denotes hydrogen, an optionally substituted aliphatic, cycloaliphatic, araliphatic or aromatic radical having in each case up to 18 carbon atoms;

R⁴ denotes an optionally substituted aromatic or heteroaromatic radical containing from 5 to 12 ring atoms;

R⁵ to

R⁸ independently denote hydrogen, an open-chain or branched-chain aliphatic, araliphatic, cycloaliphatic or optionally substituted aromatic radical containing in each case up to 18 carbon atoms,

where the variables R³ to R⁸ may also form, together with the carbon atoms to which they are attached, a 5-membered or 6-membered ring, which may be anellated if desired,

as UV filters, particularly UV-A filters, in cosmetic and pharmaceutical formulations-for the protection of the human skin or human hair from solar radiation, alone or together with compounds known per se in cosmetic and pharmaceutical formulations and capable of absorbing radiation in the UV range.

We prefer those compounds of formula I, in which R³ stands for hydrogen, R¹ for CN, COOR⁵ and COR⁵ and R² for CN, COOR⁶ and COR⁶, where R⁵ and R⁶ independently denote open-chain or branched-chain aliphatic or optionally substituted aromatic radicals containing up to 8 carbon atoms.

We particularly prefer the use of compounds of formula I in which R³ stands for shydrogen, R¹ for CN, COOR⁵ and COR⁵ and R² for CN, COOR⁶ and COR⁶, where R⁵ and R⁶ independently denote open-chain or branched-chain aliphatic or optionally substituted aromatic radicals containing up to 8 carbon atoms and R⁴ stands for an optionally substituted aromatic or heteroaromatic radical containing up to 10 carbon atoms in the ring, particularly a substituted phenyl, thienyl, furyl, pyridyl, indolyl or naphthylene radical and more preferably stands for an optionally substituted phenyl or thienyl radical.

Suitable substituents comprise both lipophilic and hydrophilic substituents containing, eg up to 20 carbon atoms. Lipophilic radicals, ie radicals which improve the oil-solubility of the compounds of formula I are, for example, aliphatic or cycloaliphatic radicals, particularly alkyl radicals containing from 1 to 18 carbon atoms, alkoxy, monoalkylamino and dialkylamino, alkoxycarbonyl, monoalkyl- and dialkyl-aminocarbonyl, monoalkyl- and dialkyl-aminosulfonyl radicals, and also cyanogeno, nitro, bromo, chloro, iodo or fluoro substituents.

Hydrophilic radicals, ie radicals which make the compounds of formula I soluble in water, are, for example, carboxy and sulfoxy radicals and particularly their salts with any physiologically acceptable cation, such as the alkali metal salts or the trialkylammonium salts, such as tri(hydroxyalkyl)ammonium salts or 2-methylpropan-1-ol-2-ammonium salts. Other suitable radicals are ammonium, particularly alkylammonium, radicals containing any physiologically acceptable anion.

Suitable alkoxy radicals are those containing from 1 to 12 carbon atoms, preferably those having from 1 to 8 carbon atoms.

Specific examples thereof are:

methoxy ethoxy isopropoxy n-propoxy 1-methlypropoxy n-butoxy n-pentoxy 2-methylpropoxy 3-methylbutoxy 1,1-dimethylpropoxy 2,2-dimethylpropoxy hexoxy 1-methyl-1-ethylpropoxy heptoxy octoxy 2-ethylhexoxy

Suitable monoalkylamino or dialkylamino radicals are for example those containing alkyl radicals having from 1 to 8 carbon atoms, such as methyl, n-propyl, n-butyl, 2-methylpropyl, 1,1-dimethylpropyl, hexyl, heptyl, 2-ethylhexyl, isopropyl, 1-methylpropyl, n-pentyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-methyl-1-ethylpropyl and octyl. These radicals are also present in the monoalkyl- and dialkylaminocarbonyl radicals and the corresponding sulfonyl radicals.

Alkoxycarbonyl radicals are eg esters which contain the aforementioned alkoxy radicals or radicals of higher alcohols, eg, those containing up to 20 carbon atoms, such as iso-C₁₅-alcohol.

The invention also relates to the novel compounds of formula II,

in which the C═C double bond is present in E and/or Z configuration and in which X denotes a cyanogen radical or COCH₃, R⁴ denotes a phenyl radical which, when X is CN, may be substituted by one or more alkyl, alkoxy, alkylaminocarbonyl or alkoxycarbonyl radicals, containing in each case up to 20 carbon atoms, or cyanogen or carboxy radicals, and also by water-soluble substituents selected from the group consisting of carboxylate, sulfonate or ammonium radicals, for example alkali metal carboxylate or carbonyloxytri(hydroxyethyl)ammonium or sulfonyloxytri(hydroxyethyl)ammonium radicals, or, when X is COCH₃, may be subsituted by one or more alkoxy radicals containing up to 20 carbon atoms or alkoxycarbonyl radicals containing 4 to 20 carbon atoms, and also by water-soluble substituents selected from the group consisting of carboxylate, sulfonate or ammonium radicals, and R⁵, when X is CN, denotes a C(CH₃)₃ radical or, when X is COCH₃, an open-chain, branched-chain or cyclic alkyl, alkoxy, or alkoxyalkyl group containing in each case up to 18 carbon atoms, or an aryloxy group.

Table 1 below lists the preferred compounds of formula II of the invention.

TABLE 1

X = COCH₃

Y R⁵ n Position C₃H₇OCO CH₃ 1 para C₃H₇OCO CH₃ 1 meta C₃H₇OCO CH₃ 1 ortho C₃H₇OCO CH₃ 2 ortho/para C₄H₉OCO CH₃ 1 para C₄H₉OCO CH₃ 1 meta C₄H₉OCO CH₃ 1 ortho C₄H₉OCO CH₃ 2 ortho/para C₅H₁₁OCO CH₃ 1 para C₅H₁₁OCO CH₃ 1 meta C₅H₁₁OCO CH₃ 1 ortho C₅H₁₁OCO CH₃ 2 ortho/para C₆H₁₃OCO CH₃ 1 para C₆H₁₃OCO CH₃ 1 meta C₆H₁₃OCO CH₃ 1 ortho C₆H₁₃OCO CH₃ 2 ortho/para C₈H₁₇OCO CH₃ 1 para C₈H₁₇OCO CH₃ 1 meta C₈H₁₇OCO CH₃ 1 ortho C₈H₁₇OCO CH₃ 2 ortho/para C₁₂H₂₅OCO CH₃ 1 para C₁₂H₂₅OCO CH₃ 1 meta C₁₂H₂₅OCO CH₃ 1 ortho C₁₂H₂₅OCO CH₃ 2 ortho/para C₁₃H₂₇OCO CH₃ 1 para C₁₃H₂₇OCO CH₃ 1 meta C₁₃H₂₇OCO CH₃ 1 ortho C₁₃H₂₇OCO CH₃ 2 ortho/para C₁₄H₂₉OCO CH₃ 1 para C₁₄H₂₉OCO CH₃ 1 meta C₁₄H₂₉OCO CH₃ 1 ortho C₁₄H₂₉OCO CH₃ 2 ortho/para C₁₅H₃₁OCO CH₃ 1 para C₁₅H₃₁OCO CH₃ 1 meta C₁₅H₃₁OCO CH₃ 1 ortho C₁₅H₃₁OCO CH₃ 2 ortho/para C₁₆H₃₃OCO CH₃ 1 para C₁₆H₃₃OCO CH₃ 1 meta C₁₆H₃₃OCO CH₃ 1 ortho C₁₆H₃₃OCO CH₃ 2 ortho/para C₁₇H₃₅OCO CH₃ 1 para C₁₇H₃₅OCO CH₃ 1 meta C₁₇H₃₅OCO CH₃ 1 ortho C₁₇H₃₅OCO CH₃ 2 ortho/para C₁₈H₃₇OCO CH₃ 1 para C₁₈H₃₇OCO CH₃ 1 meta C₁₈H₃₇OCO CH₃ 1 ortho C₁₈H₃₇OCO CH₃ 2 ortho/para C₃H₇OCO C₂H₅ 1 para C₃H₇OCO C₂H₅ 1 meta C₃H₇OCO C₂H₅ 1 ortho C₃H₇OCO C₂H₅ 2 ortho/para C₄H₉OCO C₂H₅ 1 para C₄H₉OCO C₂H₅ 1 meta C₄H₉OCO C₂H₅ 1 ortho C₄H₉OCO C₂H₅ 2 ortho/para C₅H₁₁OCO C₂H₅ 1 para C₅H₁₁OCO C₂H₅ 1 meta C₅H₁₁OCO C₂H₅ 1 ortho C₅H₁₁OCO C₂H₅ 2 ortho/para C₆H₁₃OCO C₂H₅ 1 para C₆H₁₃OCO C₂H₅ 1 meta C₆H₁₃OCO C₂H₅ 1 ortho C₆H₁₃OCO C₂H₅ 2 ortho/para C₈H₁₇OCO C₂H₅ 1 para C₈H₁₇OCO C₂H₅ 1 meta C₈H₁₇OCO C₂H₅ 1 ortho C₈H₁₇OCO C₂H₅ 2 ortho/para C₁₂H₂₅OCO C₂H₅ 1 para C₁₂H₂₅OCO C₂H₅ 1 meta C₁₂H₂₅OCO C₂H₅ 1 ortho C₁₂H₂₅OCO C₂H₅ 2 ortho/para C₁₃H₂₇OCO C₂H₅ 1 para C₁₃H₂₇OCO C₂H₅ 1 meta C₁₃H₂₇OCO C₂H₅ 1 ortho C₁₃H₂₇OCO C₂H₅ 2 ortho/para C₁₄H₂₉OCO C₂H₅ 1 para C₁₄H₂₉OCO C₂H₅ 1 meta C₁₄H₂₉OCO C₂H₅ 1 ortho C₁₄H₂₉OCO C₂H₅ 2 ortho/para C₁₅H₃₁OCO C₂H₅ 1 para C₁₅H₃₁OCO C₂H₅ 1 meta C₁₅H₃₁OCO C₂H₅ 1 ortho C₁₅H₃₁OCO C₂H₅ 2 ortho/para C₁₆H₃₃OCO C₂H₅ 1 para C₁₆H₃₃OCO C₂H₅ 1 meta C₁₆H₃₃OCO C₂H₅ 1 ortho C₁₆H₃₃OCO C₂H₅ 2 ortho/para C₁₇H₃₅OCO C₂H₅ 1 para C₁₇H₃₅OCO C₂H₅ 1 meta C₁₇H₃₅OCO C₂H₅ 1 ortho C₁₇H₃₅OCO C₂H₅ 2 ortho/para C₁₈H₃₇OCO C₂H₅ 1 para C₁₈H₃₇OCO C₂H₅ 1 meta C₁₈H₃₇OCO C₂H₅ 1 ortho C₁₈H₃₇OCO C₂H₅ 2 ortho/para C₃H₇OCO C₃H₇ 1 para C₃H₇OCO C₃H₇ 1 meta C₃H₇OCO C₃H₇ 1 ortho C₃H₇OCO C₃H₇ 2 ortho/para C₄H₉OCO C₃H₇ 1 para C₄H₉OCO C₃H₇ 1 meta C₄H₉OCO C₃H₇ 1 ortho C₄H₉OCO C₃H₇ 2 ortho/para C₅H₁₁OCO C₃H₇ 1 para C₅H₁₁OCO C₃H₇ 1 meta C₅H₁₁OCO C₃H₇ 1 ortho C₅H₁₁OCO C₃H₇ 2 ortho/para C₆H₁₃OCO C₃H₇ 1 para C₆H₁₃OCO C₃H₇ 1 meta C₆H₁₃OCO C₃H₇ 1 ortho C₆H₁₃OCO C₃H₇ 2 ortho/para C₈H₁₇OCO C₃H₇ 1 para C₈H₁₇OCO C₃H₇ 1 meta C₈H₁₇OCO C₃H₇ 1 ortho C₈H₁₇OCO C₃H₇ 2 ortho/para C₁₂H₂₅OCO C₃H₇ 1 para C₁₂H₂₅OCO C₃H₇ 1 meta C₁₂H₂₅OCO C₃H₇ 1 ortho C₁₂H₂₅OCO C₃H₇ 2 ortho/para C₁₃H₂₇OCO C₃H₇ 1 para C₁₃H₂₇OCO C₃H₇ 1 meta C₁₃H₂₇OCO C₃H₇ 1 ortho C₁₃H₂₇OCO C₃H₇ 2 ortho/para C₁₄H₂₉OCO C₃H₇ 1 para C₁₄H₂₉OCO C₃H₇ 1 meta C₁₄H₂₉OCO C₃H₇ 1 ortho C₁₄H₂₉OCO C₃H₇ 2 ortho/para C₁₅H₃₁OCO C₃H₇ 1 para C₁₅H₃₁OCO C₃H₇ 1 meta C₁₅H₃₁OCO C₃H₇ 1 ortho C₁₅H₃₁OCO C₃H₇ 2 ortho/para C₁₆H₃₃OCO C₃H₇ 1 para C₁₆H₃₃OCO C₃H₇ 1 meta C₁₆H₃₃OCO C₃H₇ 1 ortho C₁₆H₃₃OCO C₃H₇ 2 ortho/para C₁₇H₃₅OCO C₃H₇ 1 para C₁₇H₃₅OCO C₃H₇ 1 meta C₁₇H₃₅OCO C₃H₇ 1 ortho C₁₇H₃₅OCO C₃H₇ 2 ortho/para C₁₈H₃₇OCO C₃H₇ 1 para C₁₈H₃₇OCO C₃H₇ 1 meta C₁₈H₃₇OCO C₃H₇ 1 ortho C₁₈H₃₇OCO C₃H₇ 2 ortho/para C₃H₇OCO C₄H₉ 1 para C₃H₇OCO C₄H₉ 1 meta C₃H₇OCO C₄H₉ 1 ortho C₃H₇OCO C₄H₉ 2 ortho/para C₄H₉OCO C₄H₉ 1 para C₄H₉OCO C₄H₉ 1 meta C₄H₉OCO C₄H₉ 1 ortho C₄H₉OCO C₄H₉ 2 ortho/para C₅H₁₁OCO C₄H₉ 1 para C₅H₁₁OCO C₄H₉ 1 meta C₅H₁₁OCO C₄H₉ 1 ortho C₅H₁₁OCO C₄H₉ 2 ortho/para C₆H₁₃OCO C₄H₉ 1 para C₆H₁₃OCO C₄H₉ 1 meta C₆H₁₃OCO C₄H₉ 1 ortho C₆H₁₃OCO C₄H₉ 2 ortho/para C₈H₁₇OCO C₄H₉ 1 para C₈H₁₇OCO C₄H₉ 1 meta C₈H₁₇OCO C₄H₉ 1 ortho C₈H₁₇OCO C₄H₉ 2 ortho/para C₁₂H₂₅OCO C₄H₉ 1 para C₁₂H₂₅OCO C₄H₉ 1 meta C₁₂H₂₅OCO C₄H₉ 1 ortho C₁₂H₂₅OCO C₄H₉ 2 ortho/para C₁₃H₂₇OCO C₄H₉ 1 para C₁₃H₂₇OCO C₄H₉ 1 meta C₁₃H₂₇OCO C₄H₉ 1 ortho C₁₃H₂₇OCO C₄H₉ 2 ortho/para C₁₄H₂₉OCO C₄H₉ 1 para C₁₄H₂₉OCO C₄H₉ 1 meta C₁₄H₂₉OCO C₄H₉ 1 ortho C₁₄H₂₉OCO C₄H₉ 2 ortho/para C₁₅H₃₁OCO C₄H₉ 1 para C₁₅H₃₁OCO C₄H₉ 1 meta C₁₅H₃₁OCO C₄H₉ 1 ortho C₁₅H₃₁OCO C₄H₉ 2 ortho/para C₁₆H₃₃OCO C₄H₉ 1 para C₁₆H₃₃OCO C₄H₉ 1 meta C₁₆H₃₃OCO C₄H₉ 1 ortho C₁₆H₃₃OCO C₄H₉ 2 ortho/para C₁₇H₃₅OCO C₄H₉ 1 para C₁₇H₃₅OCO C₄H₉ 1 meta C₁₇H₃₅OCO C₄H₉ 1 ortho C₁₇H₃₅OCO C₄H₉ 2 ortho/para C₁₈H₃₇OCO C₄H₉ 1 para C₁₈H₃₇OCO C₄H₉ 1 meta C₁₈H₃₇OCO C₄H₉ 1 ortho C₁₈H₃₇OCO C₄H₉ 2 ortho/para C₃H₇OCO C₅H₁₁ 1 para C₃H₇OCO C₅H₁₁ 1 meta C₃H₇OCO C₅H₁₁ 1 ortho C₃H₇OCO C₅H₁₁ 2 ortho/para C₄H₉OCO C₅H₁₁ 1 para C₄H₉OCO C₅H₁₁ 1 meta C₄H₉OCO C₅H₁₁ 1 ortho C₄H₉OCO C₅H₁₁ 2 ortho/para C₅H₁₁OCO C₅H₁₁ 1 para C₅H₁₁OCO C₅H₁₁ 1 meta C₅H₁₁OCO C₅H₁₁ 1 ortho C₅H₁₁OCO C₅H₁₁ 2 ortho/para C₆H₁₃OCO C₅H₁₁ 1 para C₆H₁₃OCO C₅H₁₁ 1 meta C₆H₁₃OCO C₅H₁₁ 1 ortho C₆H₁₃OCO C₅H₁₁ 2 ortho/para C₈H₁₇OCO C₅H₁₁ 1 para C₈H₁₇OCO C₅H₁₁ 1 meta C₈H₁₇OCO C₅H₁₁ 1 ortho C₈H₁₇OCO C₅H₁₁ 2 ortho/para C₁₂H₂₅OCO C₅H₁₁ 1 para C₁₂H₂₅OCO C₅H₁₁ 1 meta C₁₂H₂₅OCO C₅H₁₁ 1 ortho C₁₂H₂₅OCO C₅H₁₁ 2 ortho/para C₁₃H₂₇OCO C₅H₁₁ 1 para C₁₃H₂₇OCO C₅H₁₁ 1 meta C₁₃H₂₇OCO C₅H₁₁ 1 ortho C₁₃H₂₇OCO C₅H₁₁ 2 ortho/para C₁₄H₂₉OCO C₅H₁₁ 1 para C₁₄H₂₉OCO C₅H₁₁ 1 meta C₁₄H₂₉OCO C₅H₁₁ 1 ortho C₁₄H₂₉OCO C₅H₁₁ 2 ortho/para C₁₅H₃₁OCO C₅H₁₁ 1 para C₁₅H₃₁OCO C₅H₁₁ 1 meta C₁₅H₃₁OCO C₅H₁₁ 1 ortho C₁₅H₃₁OCO C₅H₁₁ 2 ortho/para C₁₆H₃₃OCO C₅H₁₁ 1 para C₁₆H₃₃OCO C₅H₁₁ 1 meta C₁₆H₃₃OCO C₅H₁₁ 1 ortho C₁₆H₃₃OCO C₅H₁₁ 2 ortho/para C₁₇H₃₅OCO C₅H₁₁ 1 para C₁₇H₃₅OCO C₅H₁₁ 1 para C₁₇H₃₅OCO C₅H₁₁ 1 meta C₁₇H₃₅OCO C₅H₁₁ 1 ortho C₁₇H₃₅OCO C₅H₁₁ 2 ortho/para C₁₈H₃₇OCO C₅H₁₁ 1 para C₁₈H₃₇OCO C₅H₁₁ 1 meta C₁₈H₃₇OCO C₅H₁₁ 1 ortho C₁₈H₃₇OCO C₅H₁₁ 2 ortho/para C₃H₇OCO C₆H₁₃ 1 para C₃H₇OCO C₆H₁₃ 1 meta C₃H₇OCO C₆H₁₃ 1 ortho C₃H₇OCO C₆H₁₃ 2 ortho/para C₄H₉OCO C₆H₁₃ 1 para C₄H₉OCO C₆H₁₃ 1 meta C₄H₉OCO C₆H₁₃ 1 ortho C₄H₉OCO C₆H₁₃ 2 ortho/para C₅H₁₁OCO C₆H₁₃ 1 para C₅H₁₁OCO C₆H₁₃ 1 meta C₅H₁₁OCO C₆H₁₃ 1 ortho C₅H₁₁OCO C₆H₁₃ 2 ortho/para C₆H₁₃OCO C₆H₁₃ 1 para C₆H₁₃OCO C₆H₁₃ 1 meta C₆H₁₃OCO C₆H₁₃ 1 ortho C₆H₁₃OCO C₆H₁₃ 2 ortho/para C₈H₁₇OCO C₆H₁₃ 1 para C₈H₁₇OCO C₆H₁₃ 1 meta C₈H₁₇OCO C₆H₁₃ 1 ortho C₈H₁₇OCO C₆H₁₃ 2 ortho/para C₁₂H₂₅OCO C₆H₁₃ 1 para C₁₂H₂₅OCO C₆H₁₃ 1 meta C₁₂H₂₅OCO C₆H₁₃ 1 ortho C₁₂H₂₅OCO C₆H₁₃ 2 ortho/para C₁₃H₂₇OCO C₆H₁₃ 1 para C₁₃H₂₇OCO C₆H₁₃ 1 meta C₁₃H₂₇OCO C₆H₁₃ 1 ortho C₁₃H₂₇OCO C₆H₁₃ 2 ortho/para C₁₄H₂₉OCO C₆H₁₃ 1 para C₁₄H₂₉OCO C₆H₁₃ 1 meta C₁₄H₂₉OCO C₆H₁₃ 1 ortho C₁₄H₂₉OCO C₆H₁₃ 2 ortho/para C₁₅H₃₁OCO C₆H₁₃ 1 para C₁₅H₃₁OCO C₆H₁₃ 1 meta C₁₅H₃₁OCO C₆H₁₃ 1 ortho C₁₅H₃₁OCO C₆H₁₃ 2 ortho/para C₁₆H₃₃OCO C₆H₁₃ 1 para C₁₆H₃₃OCO C₆H₁₃ 1 meta C₁₆H₃₃OCO C₆H₁₃ 1 ortho C₁₆H₃₃OCO C₆H₁₃ 2 ortho/para C₁₇H₃₅OCO C₆H₁₃ 1 para C₁₇H₃₅OCO C₆H₁₃ 1 meta C₁₇H₃₅OCO C₆H₁₃ 1 ortho C₁₇H₃₅OCO C₆H₁₃ 2 ortho/para C₁₈H₃₇OCO C₆H₁₃ 1 para C₁₈H₃₇OCO C₆H₁₃ 1 meta C₁₈H₃₇OCO C₆H₁₃ 1 ortho C₁₈H₃₇OCO C₆H₁₃ 2 ortho/para C₃H₇OCO CH₃O 1 para C₃H₇OCO CH₃O 1 meta C₃H₇OCO CH₃O 1 ortho C₃H₇OCO CH₃O 2 ortho/para C₄H₉OCO CH₃O 1 para C₄H₉OCO CH₃O 1 meta C₄H₉OCO CH₃O 1 ortho C₄H₉OCO CH₃O 2 ortho/para C₅H₁₁OCO CH₃O 1 para C₅H₁₁OCO CH₃O 1 meta C₅H₁₁OCO CH₃O 1 ortho C₅H₁₁OCO CH₃O 2 ortho/para C₆H₁₃OCO CH₃O 1 para C₆H₁₃OCO CH₃O 1 meta C₆H₁₃OCO CH₃O 1 ortho C₆H₁₃OCO CH₃O 2 ortho/para C₈H₁₇OCO CH₃O 1 para C₈H₁₇OCO CH₃O 1 meta C₈H₁₇OCO CH₃O 1 ortho C₈H₁₇OCO CH₃O 2 ortho/para C₁₂H₂₅OCO CH₃O 1 para C₁₂H₂₅OCO CH₃O 1 meta C₁₂H₂₅OCO CH₃O 1 ortho C₁₂H₂₅OCO CH₃O 2 ortho/para C₁₃H₂₇OCO CH₃O 1 para C₁₃H₂₇OCO CH₃O 1 meta C₁₃H₂₇OCO CH₃O 1 ortho C₁₃H₂₇OCO CH₃O 2 ortho/para C₁₄H₂₉OCO CH₃O 1 para C₁₄H₂₉OCO CH₃O 1 meta C₁₄H₂₉OCO CH₃O 1 ortho C₁₄H₂₉OCO CH₃O 2 ortho/para C₁₅H₃₁OCO CH₃O 1 para C₁₅H₃₁OCO CH₃O 1 meta C₁₅H₃₁OCO CH₃O 1 ortho C₁₅H₃₁OCO CH₃O 2 ortho/para C₁₆H₃₃OCO CH₃O 1 para C₁₆H₃₃OCO CH₃O 1 meta C₁₆H₃₃OCO CH₃O 1 ortho C₁₆H₃₃OCO CH₃O 2 ortho/para C₁₇H₃₅OCO CH₃O 1 para C₁₇H₃₅OCO CH₃O 1 meta C₁₇H₃₅OCO CH₃O 1 ortho C₁₇H₃₅OCO CH₃O 2 ortho/para C₁₈H₃₇OCO CH₃O 1 para C₁₈H₃₇OCO CH₃O 1 meta C₁₈H₃₇OCO CH₃O 1 ortho C₁₈H₃₇OCO CH₃O 2 ortho/para C₃H₇OCO C₂H₅O 1 para C₃H₇OCO C₂H₅O 1 meta C₃H₇OCO C₂H₅O 1 ortho C₃H₇OCO C₂H₅O 2 ortho/para C₄H₉OCO C₂H₅O 1 para C₄H₉OCO C₂H₅O 1 meta C₄H₉OCO C₂H₅O 1 ortho C₄H₉OCO C₂H₅O 2 ortho/para C₅H₁₁OCO C₂H₅O 1 para C₅H₁₁OCO C₂H₅O 1 meta C₅H₁₁OCO C₂H₅O 1 ortho C₅H₁₁OCO C₂H₅O 2 ortho/para C₆H₁₃OCO C₂H₅O 1 para C₆H₁₃OCO C₂H₅O 1 meta C₆H₁₃OCO C₂H₅O 1 ortho C₆H₁₃OCO C₂H₅O 2 ortho/para C₈H₁₇OCO C₂H₅O 1 para C₈H₁₇OCO C₂H₅O 1 meta C₈H₁₇OCO C₂H₅O 1 ortho C₈H₁₇OCO C₂H₅O 2 ortho/para C₁₂H₂₅OCO C₂H₅O 1 para C₁₂H₂₅OCO C₂H₅O 1 meta C₁₂H₂₅OCO C₂H₅O 1 ortho C₁₂H₂₅OCO C₂H₅O 2 ortho/para C₁₃H₂₇OCO C₂H₅O 1 para C₁₃H₂₇OCO C₂H₅O 1 meta C₁₃H₂₇OCO C₂H₅O 1 ortho C₁₃H₂₇OCO C₂H₅O 2 ortho/para C₁₄H₂₉OCO C₂H₅O 1 para C₁₄H₂₉OCO C₂H₅O 1 meta C₁₄H₂₉OCO C₂H₅O 1 ortho C₁₄H₂₉OCO C₂H₅O 2 ortho/para C₁₅H₃₁OCO C₂H₅O 1 para C₁₅H₃₁OCO C₂H₅O 1 meta C₁₅H₃₁OCO C₂H₅O 1 ortho C₁₅H₃₁OCO C₂H₅O 2 ortho/para C₁₆H₃₃OCO C₂H₅O 1 para C₁₆H₃₃OCO C₂H₅O 1 meta C₁₆H₃₃OCO C₂H₅O 1 ortho C₁₆H₃₃OCO C₂H₅O 2 ortho/para C₁₇H₃₅OCO C₂H₅O 1 para C₁₇H₃₅OCO C₂H₅O 1 meta C₁₇H₃₅OCO C₂H₅O 1 ortho C₁₇H₃₅OCO C₂H₅O 2 ortho/para C₁₈H₃₇OCO C₂H₅O 1 para C₁₈H₃₇OCO C₂H₅O 1 meta C₁₈H₃₇OCO C₂H₅O 1 ortho C₁₈H₃₇OCO C₂H₅O 2 ortho/para C₃H₇OCO C₃H₇O 1 para C₃H₇OCO C₃H₇O 1 meta C₃H₇OCO C₃H₇O 1 ortho C₃H₇OCO C₃H₇O 2 ortho/para C₄H₉OCO C₃H₇O 1 para C₄H₉OCO C₃H₇O 1 meta C₄H₉OCO C₃H₇O 1 ortho C₄H₉OCO C₃H₇O 2 ortho/para C₅H₁₁OCO C₃H₇O 1 para C₅H₁₁OCO C₃H₇O 1 meta C₅H₁₁OCO C₃H₇O 1 ortho C₅H₁₁OCO C₃H₇O 2 ortho/para C₆H₁₃OCO C₃H₇O 1 para C₆H₁₃OCO C₃H₇O 1 meta C₆H₁₃OCO C₃H₇O 1 ortho C₆H₁₃OCO C₃H₇O 2 ortho/para C₈H₁₇OCO C₃H₇O 1 para C₈H₁₇OCO C₃H₇O 1 meta C₈H₁₇OCO C₃H₇O 1 ortho C₈H₁₇OCO C₃H₇O 2 ortho/para C₁₂H₂₅OCO C₃H₇O 1 para C₁₂H₂₅OCO C₃H₇O 1 meta C₁₂H₂₅OCO C₃H₇O 1 ortho C₁₂H₂₅OCO C₃H₇O 2 ortho/para C₁₃H₂₇OCO C₃H₇O 1 para C₁₃H₂₇OCO C₃H₇O 1 meta C₁₃H₂₇OCO C₃H₇O 1 ortho C₁₃H₂₇OCO C₃H₇O 2 ortho/para C₁₄H₂₉OCO C₃H₇O 1 para C₁₄H₂₉OCO C₃H₇O 1 meta C₁₄H₂₉OCO C₃H₇O 1 ortho C₁₄H₂₉OCO C₃H₇O 2 ortho/para C₁₅H₃₁OCO C₃H₇O 1 para C₁₅H₃₁OCO C₃H₇O 1 meta C₁₅H₃₁OCO C₃H₇O 1 ortho C₁₅H₃₁OCO C₃H₇O 2 ortho/para C₁₆H₃₃OCO C₃H₇O 1 para C₁₆H₃₃OCO C₃H₇O 1 meta C₁₆H₃₃OCO C₃H₇O 1 ortho C₁₆H₃₃OCO C₃H₇O 2 ortho/para C₁₇H₃₅OCO C₃H₇O 1 para C₁₇H₃₅OCO C₃H₇O 1 meta C₁₇H₃₅OCO C₃H₇O 1 ortho C₁₇H₃₅OCO C₃H₇O 2 ortho/para C₁₈H₃₇OCO C₃H₇O 1 para C₁₈H₃₇OCO C₃H₇O 1 meta C₁₈H₃₇OCO C₃H₇O 1 ortho C₁₈H₃₇OCO C₃H₇O 2 ortho/para C₃H₇OCO C₄H₉O 1 para C₃H₇OCO C₄H₉O 1 meta C₃H₇OCO C₄H₉O 1 ortho C₃H₇OCO C₄H₉O 2 ortho/para C₄H₉OCO C₄H₉O 1 para C₄H₉OCO C₄H₉O 1 meta C₄H₉OCO C₄H₉O 1 ortho C₄H₉OCO C₄H₉O 2 ortho/para C₅H₁₁OCO C₄H₉O 1 para C₅H₁₁OCO C₄H₉O 1 meta C₅H₁₁OCO C₄H₉O 1 ortho C₅H₁₁OCO C₄H₉O 2 ortho/para C₆H₁₃OCO C₄H₉O 1 para C₆H₁₃OCO C₄H₉O 1 meta C₆H₁₃OCO C₄H₉O 1 ortho C₆H₁₃OCO C₄H₉O 2 ortho/para C₈H₁₇OCO C₄H₉O 1 para C₈H₁₇OCO C₄H₉O 1 meta C₈H₁₇OCO C₄H₉O 1 ortho C₈H₁₇OCO C₄H₉O 2 ortho/para C₁₂H₂₅OCO C₄H₉O 1 para C₁₂H₂₅OCO C₄H₉O 1 meta C₁₂H₂₅OCO C₄H₉O 1 ortho C₁₂H₂₅OCO C₄H₉O 2 ortho/para C₁₃H₂₇OCO C₄H₉O 1 para C₁₃H₂₇OCO C₄H₉O 1 meta C₁₃H₂₇OCO C₄H₉O 1 ortho C₁₃H₂₇OCO C₄H₉O 2 ortho/para C₁₄H₂₉OCO C₄H₉O 1 para C₁₄H₂₉OCO C₄H₉O 1 meta C₁₄H₂₉OCO C₄H₉O 1 ortho C₁₄H₂₉OCO C₄H₉O 2 ortho/para C₁₅H₃₁OCO C₄H₉O 1 para C₁₅H₃₁OCO C₄H₉O 1 meta C₁₅H₃₁OCO C₄H₉O 1 ortho C₁₅H₃₁OCO C₄H₉O 2 ortho/para C₁₆H₃₃OCO C₄H₉O 1 para C₁₆H₃₃OCO C₄H₉O 1 meta C₁₆H₃₃OCO C₄H₉O 1 ortho C₁₆H₃₃OCO C₄H₉O 2 ortho/para C₁₇H₃₅OCO C₄H₉O 1 para C₁₇H₃₅OCO C₄H₉O 1 meta C₁₇H₃₅OCO C₄H₉O 1 ortho C₁₇H₃₅OCO C₄H₉O 2 ortho/para C₁₈H₃₇OCO C₄H₉O 1 para C₁₈H₃₇OCO C₄H₉O 1 meta C₁₈H₃₇OCO C₄H₉O 1 ortho C₁₈H₃₇OCO C₄H₉O 2 ortho/para C₃H₇OCO C₅H₁₁O 1 para C₃H₇OCO C₅H₁₁O 1 meta C₃H₇OCO C₅H₁₁O 1 ortho C₃H₇OCO C₅H₁₁O 2 ortho/para C₄H₉OCO C₅H₁₁O 1 para C₄H₉OCO C₅H₁₁O 1 meta C₄H₉OCO C₅H₁₁O 1 ortho C₄H₉OCO C₅H₁₁O 2 ortho/para C₅H₁₁OCO C₅H₁₁O 1 para C₅H₁₁OCO C₅H₁₁O 1 meta C₅H₁₁OCO C₅H₁₁O 1 ortho C₅H₁₁OCO C₅H₁₁O 2 ortho/para C₆H₁₃OCO C₅H₁₁O 1 para C₆H₁₃OCO C₅H₁₁O 1 meta C₆H₁₃OCO C₅H₁₁O 1 ortho C₆H₁₃OCO C₅H₁₁O 2 ortho/para C₈H₁₇OCO C₅H₁₁O 1 para C₈H₁₇OCO C₅H₁₁O 1 meta C₈H₁₇OCO C₅H₁₁O 1 ortho C₈H₁₇OCO C₅H₁₁O 2 ortho/para C₁₂H₂₅OCO C₅H₁₁O 1 para C₁₂H₂₅OCO C₅H₁₁O 1 meta C₁₂H₂₅OCO C₅H₁₁O 1 ortho C₁₂H₂₅OCO C₅H₁₁O 2 ortho/para C₁₃H₂₇OCO C₅H₁₁O 1 para C₁₃H₂₇OCO C₅H₁₁O 1 meta C₁₃H₂₇OCO C₅H₁₁O 1 ortho C₁₃H₂₇OCO C₅H₁₁O 2 ortho/para C₁₄H₂₉OCO C₅H₁₁O 1 para C₁₄H₂₉OCO C₅H₁₁O 1 meta C₁₄H₂₉OCO C₅H₁₁O 1 ortho C₁₄H₂₉OCO C₅H₁₁O 2 ortho/para C₁₅H₃₁OCO C₅H₁₁O 1 para C₁₅H₃₁OCO C₅H₁₁O 1 meta C₁₅H₃₁OCO C₅H₁₁O 1 ortho C₁₅H₃₁OCO C₅H₁₁O 2 ortho/para C₁₆H₃₃OCO C₅H₁₁O 1 para C₁₆H₃₃OCO C₅H₁₁O 1 meta C₁₆H₃₃OCO C₅H₁₁O 1 ortho C₁₆H₃₃OCO C₅H₁₁O 2 ortho/para C₁₇H₃₅OCO C₅H₁₁O 1 para C₁₇H₃₅OCO C₅H₁₁O 1 meta C₁₇H₃₅OCO C₅H₁₁O 1 ortho C₁₇H₃₅OCO C₅H₁₁O 2 ortho/para C₁₈H₃₇OCO C₅H₁₁O 1 para C₁₈H₃₇OCO C₅H₁₁O 1 meta C₁₈H₃₇OCO C₅H₁₁O 1 ortho C₁₈H₃₇OCO C₅H₁₁O 2 ortho/para C₃H₇OCO C₆H₁₃O 1 para C₃H₇OCO C₆H₁₃O 1 meta C₃H₇OCO C₆H₁₃O 1 ortho C₃H₇OCO C₆H₁₃O 2 ortho/para C₄H₉OCO C₆H₁₃O 1 para C₄H₉OCO C₆H₁₃O 1 meta C₄H₉OCO C₆H₁₃O 1 ortho C₄H₉OCO C₆H₁₃O 2 ortho/para C₅H₁₁OCO C₆H₁₃O 1 para C₅H₁₁OCO C₆H₁₃O 1 meta C₅H₁₁OCO C₆H₁₃O 1 ortho C₅H₁₁OCO C₆H₁₃O 2 ortho/para C₆H₁₃OCO C₆H₁₃O 1 para C₆H₁₃OCO C₆H₁₃O 1 meta C₆H₁₃OCO C₆H₁₃O 1 ortho C₆H₁₃OCO C₆H₁₃O 2 ortho/para C₈H₁₇OCO C₆H₁₃O 1 para C₈H₁₇OCO C₆H₁₃O 1 meta C₈H₁₇OCO C₆H₁₃O 1 ortho C₈H₁₇OCO C₆H₁₃O 2 ortho/para C₁₂H₂₅OCO C₆H₁₃O 1 para C₁₂H₂₅OCO C₆H₁₃O 1 meta C₁₂H₂₅OCO C₆H₁₃O 1 ortho C₁₂H₂₅OCO C₆H₁₃O 2 ortho/para C₁₃H₂₇OCO C₆H₁₃O 1 para C₁₃H₂₇OCO C₆H₁₃O 1 meta C₁₃H₂₇OCO C₆H₁₃O 1 ortho C₁₃H₂₇OCO C₆H₁₃O 2 ortho/para C₁₄H₂₉OCO C₆H₁₃O 1 para C₁₄H₂₉OCO C₆H₁₃O 1 meta C₁₄H₂₉OCO C₆H₁₃O 1 ortho C₁₄H₂₉OCO C₆H₁₃O 2 ortho/para C₁₅H₃₁OCO C₆H₁₃O 1 para C₁₅H₃₁OCO C₆H₁₃O 1 meta C₁₅H₃₁OCO C₆H₁₃O 1 ortho C₁₅H₃₁OCO C₆H₁₃O 2 ortho/para C₁₆H₃₃OCO C₆H₁₃O 1 para C₁₆H₃₃OCO C₆H₁₃O 1 meta C₁₆H₃₃OCO C₆H₁₃O 1 ortho C₁₆H₃₃OCO C₆H₁₃O 2 ortho/para C₁₇H₃₅OCO C₆H₁₃O 1 para C₁₇H₃₅OCO C₆H₁₃O 1 meta C₁₇H₃₅OCO C₆H₁₃O 1 ortho C₁₇H₃₅OCO C₆H₁₃O 2 ortho/para C₁₈H₃₇OCO C₆H₁₃O 1 para C₁₈H₃₇OCO C₆H₁₃O 1 meta C₁₈H₃₇OCO C₆H₁₃O 1 ortho C₁₈H₃₇OCO C₆H₁₃O 2 ortho/para C₃H₇OCO C₇H₁₅O 1 para C₃H₇OCO C₇H₁₅O 1 meta C₃H₇OCO C₇H₁₅O 1 ortho C₃H₇OCO C₇H₁₅O 2 ortho/para C₄H₉OCO C₇H₁₅O 1 para C₄H₉OCO C₇H₁₅O 1 meta C₄H₉OCO C₇H₁₅O 1 ortho C₄H₉OCO C₇H₁₅O 2 ortho/para C₅H₁₁OCO C₇H₁₅O 1 para C₅H₁₁OCO C₇H₁₅O 1 meta C₅H₁₁OCO C₇H₁₅O 1 ortho C₅H₁₁OCO C₇H₁₅O 2 ortho/para C₆H₁₃OCO C₇H₁₅O 1 para C₆H₁₃OCO C₇H₁₅O 1 meta C₆H₁₃OCO C₇H₁₅O 1 ortho C₆H₁₃OCO C₇H₁₅O 2 ortho/para C₈H₁₇OCO C₇H₁₅O 1 para C₈H₁₇OCO C₇H₁₅O 1 meta C₈H₁₇OCO C₇H₁₅O 1 ortho C₈H₁₇OCO C₇H₁₅O 2 ortho/para C₁₂H₂₅OCO C₇H₁₅O 1 para C₁₂H₂₅OCO C₇H₁₅O 1 meta C₁₂H₂₅OCO C₇H₁₅O 1 ortho C₁₂H₂₅OCO C₇H₁₅O 2 ortho/para C₁₃H₂₇OCO C₇H₁₅O 1 para C₁₃H₂₇OCO C₇H₁₅O 1 meta C₁₃H₂₇OCO C₇H₁₅O 1 ortho C₁₃H₂₇OCO C₇H₁₅O 2 ortho/para C₁₄H₂₉OCO C₇H₁₅O 1 para C₁₄H₂₉OCO C₇H₁₅O 1 meta C₁₄H₂₉OCO C₇H₁₅O 1 ortho C₁₄H₂₉OCO C₇H₁₅O 2 ortho/para C₁₅H₃₁OCO C₇H₁₅O 1 para C₁₅H₃₁OCO C₇H₁₅O 1 meta C₁₅H₃₁OCO C₇H₁₅O 1 ortho C₁₅H₃₁OCO C₇H₁₅O 2 ortho/para C₁₆H₃₃OCO C₇H₁₅O 1 para C₁₆H₃₃OCO C₇H₁₅O 1 meta C₁₆H₃₃OCO C₇H₁₅O 1 ortho C₁₆H₃₃OCO C₇H₁₅O 2 ortho/para C₁₇H₃₅OCO C₇H₁₅O 1 para C₁₇H₃₅OCO C₇H₁₅O 1 meta C₁₇H₃₅OCO C₇H₁₅O 1 ortho C₁₇H₃₅OCO C₇H₁₅O 2 ortho/para C₁₈H₃₇OCO C₇H₁₅O 1 para C₁₈H₃₇OCO C₇H₁₅O 1 meta C₁₈H₃₇OCO C₇H₁₅O 1 ortho C₁₈H₃₇OCO C₇H₁₅O 2 ortho/para C₃H₇OCO C₈H₁₇O 1 para C₃H₇OCO C₈H₁₇O 1 meta C₃H₇OCO C₈H₁₇O 1 ortho C₃H₇OCO C₈H₁₇O 2 ortho/para C₄H₉OCO C₈H₁₇O 1 para C₄H₉OCO C₈H₁₇O 1 meta C₄H₉OCO C₈H₁₇O 1 ortho C₄H₉OCO C₈H₁₇O 2 ortho/para C₅H₁₁OCO C₈H₁₇O 1 para C₅H₁₁OCO C₈H₁₇O 1 meta C₅H₁₁OCO C₈H₁₇O 1 ortho C₅H₁₁OCO C₈H₁₇O 2 ortho/para C₆H₁₃OCO C₈H₁₇O 1 para C₆H₁₃OCO C₈H₁₇O 1 meta C₆H₁₃OCO C₈H₁₇O 1 ortho C₆H₁₃OCO C₈H₁₇O 2 ortho/para C₈H₁₇OCO C₈H₁₇O 1 para C₈H₁₇OCO C₈H₁₇O 1 meta C₈H₁₇OCO C₈H₁₇O 1 ortho C₈H₁₇OCO C₈H₁₇O 2 ortho/para C₁₂H₂₅OCO C₈H₁₇O 1 para C₁₂H₂₅OCO C₈H₁₇O 1 meta C₁₂H₂₅OCO C₈H₁₇O 1 ortho C₁₂H₂₅OCO C₈H₁₇O 2 ortho/para C₁₃H₂₇OCO C₈H₁₇O 1 para C₁₃H₂₇OCO C₈H₁₇O 1 meta C₁₃H₂₇OCO C₈H₁₇O 1 ortho C₁₃H₂₇OCO C₈H₁₇O 2 ortho/para C₁₄H₂₉OCO C₈H₁₇O 1 para C₁₄H₂₉OCO C₈H₁₇O 1 meta C₁₄H₂₉OCO C₈H₁₇O 1 ortho C₁₄H₂₉OCO C₈H₁₇O 2 ortho/para C₁₅H₃₁OCO C₈H₁₇O 1 para C₁₅H₃₁OCO C₈H₁₇O 1 meta C₁₅H₃₁OCO C₈H₁₇O 1 ortho C₁₅H₃₁OCO C₈H₁₇O 2 ortho/para C₁₆H₃₃OCO C₈H₁₇O 1 para C₁₆H₃₃OCO C₈H₁₇O 1 meta C₁₆H₃₃OCO C₈H₁₇O 1 ortho C₁₆H₃₃OCO C₈H₁₇O 2 ortho/para C₁₇H₃₅OCO C₈H₁₇O 1 para C₁₇H₃₅OCO C₈H₁₇O 1 meta C₁₇H₃₅OCO C₈H₁₇O 1 ortho C₁₇H₃₅OCO C₈H₁₇O 2 ortho/para C₁₈H₃₇OCO C₈H₁₇O 1 para C₁₈H₃₇OCO C₈H₁₇O 1 meta C₁₈H₃₇OCO C₈H₁₇O 1 ortho C₁₈H₃₇OCO C₈H₁₇O 2 ortho/para C₃H₇OCO C₁₂H₂₅O 1 para C₃H₇OCO C₁₂H₂₅O 1 meta C₃H₇OCO C₁₂H₂₅O 1 ortho C₃H₇OCO C₁₂H₂₅O 2 ortho/para C₄H₉OCO C₁₂H₂₅O 1 para C₄H₉OCO C₁₂H₂₅O 1 meta C₄H₉OCO C₁₂H₂₅O 1 ortho C₄H₉OCO C₁₂H₂₅O 2 ortho/para C₅H₁₁OCO C₁₂H₂₅O 1 para C₅H₁₁OCO C₁₂H₂₅O 1 meta C₅H₁₁OCO C₁₂H₂₅O 1 ortho C₅H₁₁OCO C₁₂H₂₅O 2 ortho/para C₆H₁₃OCO C₁₂H₂₅O 1 para C₆H₁₃OCO C₁₂H₂₅O 1 meta C₆H₁₃OCO C₁₂H₂₅O 1 ortho C₆H₁₃OCO C₁₂H₂₅O 2 ortho/para C₈H₁₇OCO C₁₂H₂₅O 1 para C₈H₁₇OCO C₁₂H₂₅O 1 meta C₈H₁₇OCO C₁₂H₂₅O 1 ortho C₈H₁₇OCO C₁₂H₂₅O 2 ortho/para C₁₂H₂₅OCO C₁₂H₂₅O 1 para C₁₂H₂₅OCO C₁₂H₂₅O 1 meta C₁₂H₂₅OCO C₁₂H₂₅O 1 ortho C₁₂H₂₅OCO C₁₂H₂₅O 2 ortho/para C₁₃H₂₇OCO C₁₂H₂₅O 1 para C₁₃H₂₇OCO C₁₂H₂₅O 1 meta C₁₃H₂₇OCO C₁₂H₂₅O 1 ortho C₁₃H₂₇OCO C₁₂H₂₅O 2 ortho/para C₁₄H₂₉OCO C₁₂H₂₅O 1 para C₁₄H₂₉OCO C₁₂H₂₅O 1 meta C₁₄H₂₉OCO C₁₂H₂₅O 1 ortho C₁₄H₂₉OCO C₁₂H₂₅O 2 ortho/para C₁₅H₃₁OCO C₁₂H₂₅O 1 para C₁₅H₃₁OCO C₁₂H₂₅O 1 meta C₁₅H₃₁OCO C₁₂H₂₅O 1 ortho C₁₅H₃₁OCO C₁₂H₂₅O 2 ortho/para C₁₆H₃₃OCO C₁₂H₂₅O 1 para C₁₆H₃₃OCO C₁₂H₂₅O 1 meta C₁₆H₃₃OCO C₁₂H₂₅O 1 ortho C₁₆H₃₃OCO C₁₂H₂₅O 2 ortho/para C₁₇H₃₅OCO C₁₂H₂₅O 1 para C₁₇H₃₅OCO C₁₂H₂₅O 1 meta C₁₇H₃₅OCO C₁₂H₂₅O 1 ortho C₁₇H₃₅OCO C₁₂H₂₅O 2 ortho/para C₁₈H₃₇OCO C₁₂H₂₅O 1 para C₁₈H₃₇OCO C₁₂H₂₅O 1 meta C₁₈H₃₇OCO C₁₂H₂₅O 1 ortho C₁₈H₃₇OCO C₁₂H₂₅O 2 ortho/para C₃H₇OCO C₁₄H₂₉O 1 para C₃H₇OCO C₁₄H₂₉O 1 meta C₃H₇OCO C₁₄H₂₉O 1 ortho C₃H₇OCO C₁₄H₂₉O 2 ortho/para C₄H₉OCO C₁₄H₂₉O 1 para C₄H₉OCO C₁₄H₂₉O 1 meta C₄H₉OCO C₁₄H₂₉O 1 ortho C₄H₉OCO C₁₄H₂₉O 2 ortho/para C₅H₁₁OCO C₁₄H₂₉O 1 para C₅H₁₁OCO C₁₄H₂₉O 1 meta C₅H₁₁OCO C₁₄H₂₉O 1 ortho C₅H₁₁OCO C₁₄H₂₉O 2 ortho/para C₆H₁₃OCO C₁₄H₂₉O 1 para C₆H₁₃OCO C₁₄H₂₉O 1 meta C₆H₁₃OCO C₁₄H₂₉O 1 ortho C₆H₁₃OCO C₁₄H₂₉O 2 ortho/para C₈H₁₇OCO C₁₄H₂₉O 1 para C₈H₁₇OCO C₁₄H₂₉O 1 meta C₈H₁₇OCO C₁₄H₂₉O 1 ortho C₈H₁₇OCO C₁₄H₂₉O 2 ortho/para C₁₂H₂₅OCO C₁₄H₂₉O 1 para C₁₂H₂₅OCO C₁₄H₂₉O 1 meta C₁₂H₂₅OCO C₁₄H₂₉O 1 ortho C₁₂H₂₅OCO C₁₄H₂₉O 2 ortho/para C₁₃H₂₇OCO C₁₄H₂₉O 1 para C₁₃H₂₇OCO C₁₄H₂₉O 1 meta C₁₃H₂₇OCO C₁₄H₂₉O 1 ortho C₁₃H₂₇OCO C₁₄H₂₉O 2 ortho/para C₁₄H₂₉OCO C₁₄H₂₉O 1 para C₁₄H₂₉OCO C₁₄H₂₉O 1 meta C₁₄H₂₉OCO C₁₄H₂₉O 1 ortho C₁₄H₂₉OCO C₁₄H₂₉O 2 ortho/para C₁₅H₃₁OCO C₁₄H₂₉O 1 para C₁₅H₃₁OCO C₁₄H₂₉O 1 meta C₁₅H₃₁OCO C₁₄H₂₉O 1 ortho C₁₅H₃₁OCO C₁₄H₂₉O 2 ortho/para C₁₆H₃₃OCO C₁₄H₂₉O 1 para C₁₆H₃₃OCO C₁₄H₂₉O 1 meta C₁₆H₃₃OCO C₁₄H₂₉O 1 ortho C₁₆H₃₃OCO C₁₄H₂₉O 2 ortho/para C₁₇H₃₅OCO C₁₄H₂₉O 1 para C₁₇H₃₅OCO C₁₄H₂₉O 1 meta C₁₇H₃₅OCO C₁₄H₂₉O 1 ortho C₁₇H₃₅OCO C₁₄H₂₉O 2 ortho/para C₁₈H₃₇OCO C₁₄H₂₉O 1 para C₁₈H₃₇OCO C₁₄H₂₉O 1 meta C₁₈H₃₇OCO C₁₄H₂₉O 1 ortho C₁₈H₃₇OCO C₁₄H₂₉O 2 ortho/para C₃H₇OCO C₁₆H₃₃O 1 para C₃H₇OCO C₁₆H₃₃O 1 meta C₃H₇OCO C₁₆H₃₃O 1 ortho C₃H₇OCO C₁₆H₃₃O 2 ortho/para C₄H₉OCO C₁₆H₃₃O 1 para C₄H₉OCO C₁₆H₃₃O 1 meta C₄H₉OCO C₁₆H₃₃O 1 ortho C₄H₉OCO C₁₆H₃₃O 2 ortho/para C₅H₁₁OCO C₁₆H₃₃O 1 para C₅H₁₁OCO C₁₆H₃₃O 1 meta C₅H₁₁OCO C₁₆H₃₃O 1 ortho C₅H₁₁OCO C₁₆H₃₃O 2 ortho/para C₆H₁₃OCO C₁₆H₃₃O 1 para C₆H₁₃OCO C₁₆H₃₃O 1 meta C₆H₁₃OCO C₁₆H₃₃O 1 ortho C₆H₁₃OCO C₁₆H₃₃O 2 ortho/para C₈H₁₇OCO C₁₆H₃₃O 1 para C₈H₁₇OCO C₁₆H₃₃O 1 meta C₈H₁₇OCO C₁₆H₃₃O 1 ortho C₈H₁₇OCO C₁₆H₃₃O 2 ortho/para C₁₂H₂₅OCO C₁₆H₃₃O 1 para C₁₂H₂₅OCO C₁₆H₃₃O 1 meta C₁₂H₂₅OCO C₁₆H₃₃O 1 ortho C₁₂H₂₅OCO C₁₆H₃₃O 2 ortho/para C₁₃H₂₇OCO C₁₆H₃₃O 1 para C₁₃H₂₇OCO C₁₆H₃₃O 1 meta C₁₃H₂₇OCO C₁₆H₃₃O 1 ortho C₁₃H₂₇OCO C₁₆H₃₃O 2 ortho/para C₁₄H₂₉OCO C₁₆H₃₃O 1 para C₁₄H₂₉OCO C₁₆H₃₃O 1 meta C₁₄H₂₉OCO C₁₆H₃₃O 1 ortho C₁₄H₂₉OCO C₁₆H₃₃O 2 ortho/para C₁₅H₃₁OCO C₁₆H₃₃O 1 para C₁₅H₃₁OCO C₁₆H₃₃O 1 meta C₁₅H₃₁OCO C₁₆H₃₃O 1 ortho C₁₅H₃₁OCO C₁₆H₃₃O 2 ortho/para C₁₆H₃₃OCO C₁₆H₃₃O 1 para C₁₆H₃₃OCO C₁₆H₃₃O 1 meta C₁₆H₃₃OCO C₁₆H₃₃O 1 ortho C₁₆H₃₃OCO C₁₆H₃₃O 2 ortho/para C₁₇H₃₅OCO C₁₆H₃₃O 1 para C₁₇H₃₅OCO C₁₆H₃₃O 1 meta C₁₇H₃₅OCO C₁₆H₃₃O 1 ortho C₁₇H₃₅OCO C₁₆H₃₃O 2 ortho/para C₁₈H₃₇OCO C₁₆H₃₃O 1 para C₁₈H₃₇OCO C₁₆H₃₃O 1 meta C₁₈H₃₇OCO C₁₆H₃₃O 1 ortho C₁₈H₃₇OCO C₁₆H₃₃O 2 ortho/para C₃H₇OCO C₁₈H₃₇O 1 para C₃H₇OCO C₁₈H₃₇O 1 meta C₃H₇OCO C₁₈H₃₇O 1 ortho C₃H₇OCO C₁₈H₃₇O 2 ortho/para C₄H₉OCO C₁₈H₃₇O 1 para C₄H₉OCO C₁₈H₃₇O 1 meta C₄H₉OCO C₁₈H₃₇O 1 ortho C₄H₉OCO C₁₈H₃₇O 2 ortho/para C₅H₁₁OCO C₁₈H₃₇O 1 para C₅H₁₁OCO C₁₈H₃₇O 1 meta C₅H₁₁OCO C₁₈H₃₇O 1 ortho C₅H₁₁OCO C₁₈H₃₇O 2 ortho/para C₆H₁₃OCO C₁₈H₃₇O 1 para C₆H₁₃OCO C₁₈H₃₇O 1 meta C₆H₁₃OCO C₁₈H₃₇O 1 ortho C₆H₁₃OCO C₁₈H₃₇O 2 ortho/para C₈H₁₇OCO C₁₈H₃₇O 1 para C₈H₁₇OCO C₁₈H₃₇O 1 meta C₈H₁₇OCO C₁₈H₃₇O 1 ortho C₈H₁₇OCO C₁₈H₃₇O 2 ortho/para C₁₂H₂₅OCO C₁₈H₃₇O 1 para C₁₂H₂₅OCO C₁₈H₃₇O 1 meta C₁₂H₂₅OCO C₁₈H₃₇O 1 ortho C₁₂H₂₅OCO C₁₈H₃₇O 2 ortho/para C₁₃H₂₇OCO C₁₈H₃₇O 1 para C₁₃H₂₇OCO C₁₈H₃₇O 1 meta C₁₃H₂₇OCO C₁₈H₃₇O 1 ortho C₁₃H₂₇OCO C₁₈H₃₇O 2 ortho/para C₁₄H₂₉OCO C₁₈H₃₇O 1 para C₁₄H₂₉OCO C₁₈H₃₇O 1 meta C₁₄H₂₉OCO C₁₈H₃₇O 1 ortho C₁₄H₂₉OCO C₁₈H₃₇O 2 ortho/para C₁₅H₃₁OCO C₁₈H₃₇O 1 para C₁₅H₃₁OCO C₁₈H₃₇O 1 meta C₁₅H₃₁OCO C₁₈H₃₇O 1 ortho C₁₅H₃₁OCO C₁₈H₃₇O 2 ortho/para C₁₆H₃₃OCO C₁₈H₃₇O 1 para C₁₆H₃₃OCO C₁₈H₃₇O 1 meta C₁₆H₃₃OCO C₁₈H₃₇O 1 ortho C₁₆H₃₃OCO C₁₈H₃₇O 2 ortho/para C₁₇H₃₅OCO C₁₈H₃₇O 1 para C₁₇H₃₅OCO C₁₈H₃₇O 1 meta C₁₇H₃₅OCO C₁₈H₃₇O 1 ortho C₁₇H₃₅OCO C₁₈H₃₇O 2 ortho/para C₁₈H₃₇OCO C₁₈H₃₇O 1 para C₁₈H₃₇OCO C₁₈H₃₇O 1 meta C₁₈H₃₇OCO C₁₈H₃₇O 1 ortho C₁₈H₃₇OCO C₁₈H₃₇O 2 ortho/para CH₃O CH₃ 1 para CH₃O CH₃ 1 meta CH₃O CH₃ 1 ortho CH₃O CH₃ 2 ortho/para C₂H₅O CH₃ 1 para C₂H₅O CH₃ 1 meta C₂H₅O CH₃ 1 ortho C₂H₅O CH₃ 2 ortho/para C₃H₇O CH₃ 1 para C₃H₇O CH₃ 1 meta C₃H₇O CH₃ 1 ortho C₃H₇O CH₃ 2 ortho/para C₄H₉O CH₃ 1 para C₄H₉O CH₃ 1 meta C₄H₉O CH₃ 1 ortho C₄H₉O CH₃ 2 ortho/para C₅H₁₁O CH₃ 1 para C₅H₁₁O CH₃ 1 meta C₅H₁₁O CH₃ 1 ortho C₅H₁₁O CH₃ 2 ortho/para C₆H₁₃O CH₃ 1 para C₆H₁₃O CH₃ 1 meta C₆H₁₃O CH₃ 1 ortho C₆H₁₃O CH₃ 2 ortho/para C₈H₁₇O CH₃ 1 para C₈H₁₇O CH₃ 1 meta C₈H₁₇O CH₃ 1 ortho C₈H₁₇O CH₃ 2 ortho/para C₁₂H₂₅O CH₃ 1 para C₁₂H₂₅O CH₃ 1 meta C₁₂H₂₅O CH₃ 1 ortho C₁₂H₂₅O CH₃ 2 ortho/para C₁₃H₂₇O CH₃ 1 para C₁₃H₂₇O CH₃ 1 meta C₁₃H₂₇O CH₃ 1 ortho C₁₃H₂₇O CH₃ 2 ortho/para C₁₄H₂₉O CH₃ 1 para C₁₄H₂₉O CH₃ 1 meta C₁₄H₂₉O CH₃ 1 ortho C₁₄H₂₉O CH₃ 2 ortho/para C₁₅H₃₁O CH₃ 1 para C₁₅H₃₁O CH₃ 1 meta C₁₅H₃₁O CH₃ 1 ortho C₁₅H₃₁O CH₃ 2 ortho/para C₁₆H₃₃O CH₃ 1 para C₁₆H₃₃O CH₃ 1 meta C₁₆H₃₃O CH₃ 1 ortho C₁₆H₃₃O CH₃ 2 ortho/para C₁₇H₃₅O CH₃ 1 para C₁₇H₃₅O CH₃ 1 meta C₁₇H₃₅O CH₃ 1 ortho C₁₇H₃₅O CH₃ 2 ortho/para C₁₈H₃₇O CH₃ 1 para C₁₈H₃₇O CH₃ 1 meta C₁₈H₃₇O CH₃ 1 ortho C₁₈H₃₇O CH₃ 2 ortho/para CH₃O C₂H₅ 1 para CH₃O C₂H₅ 1 meta CH₃O C₂H₅ 1 ortho CH₃O C₂H₅ 2 ortho/para C₂H₅O C₂H₅ 1 para C₂H₅O C₂H₅ 1 meta C₂H₅O C₂H₅ 1 ortho C₂H₅O C₂H₅ 2 ortho/para C₃H₇O C₂H₅ 1 para C₃H₇O C₂H₅ 1 meta C₃H₇O C₂H₅ 1 ortho C₃H₇O C₂H₅ 2 ortho/para C₄H₉O C₂H₅ 1 para C₄H₉O C₂H₅ 1 meta C₄H₉O C₂H₅ 1 ortho C₄H₉O C₂H₅ 2 ortho/para C₅H₁₁O C₂H₅ 1 para C₅H₁₁O C₂H₅ 1 meta C₅H₁₁O C₂H₅ 1 ortho C₅H₁₁O C₂H₅ 2 ortho/para C₆H₁₃O C₂H₅ 1 para C₆H₁₃O C₂H₅ 1 meta C₆H₁₃O C₂H₅ 1 ortho C₆H₁₃O C₂H₅ 2 ortho/para C₈H₁₇O C₂H₅ 1 para C₈H₁₇O C₂H₅ 1 meta C₈H₁₇O C₂H₅ 1 ortho C₈H₁₇O C₂H₅ 2 ortho/para C₁₂H₂₅O C₂H₅ 1 para C₁₂H₂₅O C₂H₅ 1 meta C₁₂H₂₅O C₂H₅ 1 ortho C₁₂H₂₅O C₂H₅ 2 ortho/para C₁₃H₂₇O C₂H₅ 1 para C₁₃H₂₇O C₂H₅ 1 meta C₁₃H₂₇O C₂H₅ 1 ortho C₁₃H₂₇O C₂H₅ 2 ortho/para C₁₄H₂₉O C₂H₅ 1 para C₁₄H₂₉O C₂H₅ 1 meta C₁₄H₂₉O C₂H₅ 1 ortho C₁₄H₂₉O C₂H₅ 2 ortho/para C₁₅H₃₁O C₂H₅ 1 para C₁₅H₃₁O C₂H₅ 1 meta C₁₅H₃₁O C₂H₅ 1 ortho C₁₅H₃₁O C₂H₅ 2 ortho/para C₁₆H₃₃O C₂H₅ 1 para C₁₆H₃₃O C₂H₅ 1 meta C₁₆H₃₃O C₂H₅ 1 ortho C₁₆H₃₃O C₂H₅ 2 ortho/para C₁₇H₃₅O C₂H₅ 1 para C₁₇H₃₅O C₂H₅ 1 meta C₁₇H₃₅O C₂H₅ 1 ortho C₁₇H₃₅O C₂H₅ 2 ortho/para C₁₈H₃₇O C₂H₅ 1 para C₁₈H₃₇O C₂H₅ 1 meta C₁₈H₃₇O C₂H₅ 1 ortho C₁₈H₃₇O C₂H₅ 2 ortho/para CH₃O C₃H₇ 1 meta CH₃O C₃H₇ 1 para CH₃O C₃H₇ 1 ortho CH₃O C₃H₇ 2 ortho/para C₂H₅O C₃H₇ 1 para C₂H₅O C₃H₇ 1 meta C₂H₅O C₃H₇ 1 ortho C₂H₅O C₃H₇ 2 ortho/para C₃H₇O C₃H₇ 1 para C₃H₇O C₃H₇ 1 meta C₃H₇O C₃H₇ 1 ortho C₃H₇O C₃H₇ 2 ortho/para C₄H₉O C₃H₇ 1 para C₄H₉O C₃H₇ 1 meta C₄H₉O C₃H₇ 1 ortho C₄H₉O C₃H₇ 2 ortho/para C₅H₁₁O C₃H₇ 1 para C₅H₁₁O C₃H₇ 1 meta C₅H₁₁O C₃H₇ 1 ortho C₅H₁₁O C₃H₇ 2 ortho/para C₆H₁₃O C₃H₇ 1 para C₆H₁₃O C₃H₇ 1 meta C₆H₁₃O C₃H₇ 1 ortho C₆H₁₃O C₃H₇ 2 ortho/para C₈H₁₇O C₃H₇ 1 para C₈H₁₇O C₃H₇ 1 meta C₈H₁₇O C₃H₇ 1 ortho C₈H₁₇O C₃H₇ 2 ortho/para C₁₂H₂₅O C₃H₇ 1 para C₁₂H₂₅O C₃H₇ 1 meta C₁₂H₂₅O C₃H₇ 1 ortho C₁₂H₂₅O C₃H₇ 2 ortho/para C₁₃H₂₇O C₃H₇ 1 para C₁₃H₂₇O C₃H₇ 1 meta C₁₃H₂₇O C₃H₇ 1 ortho C₁₃H₂₇O C₃H₇ 2 ortho/para C₁₄H₂₉O C₃H₇ 1 para C₁₄H₂₉O C₃H₇ 1 meta C₁₄H₂₉O C₃H₇ 1 ortho C₁₄H₂₉O C₃H₇ 2 ortho/para C₁₅H₃₁O C₃H₇ 1 para C₁₅H₃₁O C₃H₇ 1 meta C₁₅H₃₁O C₃H₇ 1 ortho C₁₅H₃₁O C₃H₇ 2 ortho/para C₁₆H₃₃O C₃H₇ 1 para C₁₆H₃₃O C₃H₇ 1 meta C₁₆H₃₃O C₃H₇ 1 ortho C₁₆H₃₃O C₃H₇ 2 ortho/para C₁₇H₃₅O C₃H₇ 1 para C₁₇H₃₅O C₃H₇ 1 meta C₁₇H₃₅O C₃H₇ 1 ortho C₁₇H₃₅O C₃H₇ 2 ortho/para C₁₈H₃₇O C₃H₇ 1 para C₁₈H₃₇O C₃H₇ 1 meta C₁₈H₃₇O C₃H₇ 1 ortho C₁₈H₃₇O C₃H₇ 2 ortho/para CH₃O C₄H₉ 1 meta CH₃O C₄H₉ 1 para CH₃O C₄H₉ 1 ortho CH₃O C₄H₉ 2 ortho/para C₂H₅O C₄H₉ 1 para C₂H₅O C₄H₉ 1 meta C₂H₅O C₄H₉ 1 ortho C₂H₅O C₄H₉ 2 ortho/para C₃H₇O C₄H₉ 1 para C₃H₇O C₄H₉ 1 meta C₃H₇O C₄H₉ 1 ortho C₃H₇O C₄H₉ 2 ortho/para C₄H₉O C₄H₉ 1 para C₄H₉O C₄H₉ 1 meta C₄H₉O C₄H₉ 1 ortho C₄H₉O C₄H₉ 2 ortho/para C₅H₁₁O C₄H₉ 1 para C₅H₁₁O C₄H₉ 1 meta C₅H₁₁O C₄H₉ 1 ortho C₅H₁₁O C₄H₉ 2 ortho/para C₆H₁₃O C₄H₉ 1 para C₆H₁₃O C₄H₉ 1 meta C₆H₁₃O C₄H₉ 1 ortho C₆H₁₃O C₄H₉ 2 ortho/para C₈H₁₇O C₄H₉ 1 para C₈H₁₇O C₄H₉ 1 meta C₈H₁₇O C₄H₉ 1 ortho C₈H₁₇O C₄H₉ 2 ortho/para C₁₂H₂₅O C₄H₉ 1 para C₁₂H₂₅O C₄H₉ 1 meta C₁₂H₂₅O C₄H₉ 1 ortho C₁₂H₂₅O C₄H₉ 2 ortho/para C₁₃H₂₇O C₄H₉ 1 para C₁₃H₂₇O C₄H₉ 1 meta C₁₃H₂₇O C₄H₉ 1 ortho C₁₃H₂₇O C₄H₉ 2 ortho/para C₁₄H₂₉O C₄H₉ 1 para C₁₄H₂₉O C₄H₉ 1 meta C₁₄H₂₉O C₄H₉ 1 ortho C₁₄H₂₉O C₄H₉ 2 ortho/para C₁₅H₃₁O C₄H₉ 1 para C₁₅H₃₁O C₄H₉ 1 meta C₁₅H₃₁O C₄H₉ 1 ortho C₁₅H₃₁O C₄H₉ 2 ortho/para C₁₆H₃₃O C₄H₉ 1 para C₁₆H₃₃O C₄H₉ 1 meta C₁₆H₃₃O C₄H₉ 1 ortho C₁₆H₃₃O C₄H₉ 2 ortho/para C₁₇H₃₅O C₄H₉ 1 para C₁₇H₃₅O C₄H₉ 1 meta C₁₇H₃₅O C₄H₉ 1 ortho C₁₇H₃₅O C₄H₉ 2 ortho/para C₁₈H₃₇O C₄H₉ 1 para C₁₈H₃₇O C₄H₉ 1 meta C₁₈H₃₇O C₄H₉ 1 ortho C₁₈H₃₇O C₄H₉ 2 ortho/para CH₃O C₅H₁₁ 1 meta CH₃O C₅H₁₁ 1 para CH₃O C₅H₁₁ 1 ortho CH₃O C₅H₁₁ 2 ortho/para C₂H₅O C₅H₁₁ 1 para C₂H₅O C₅H₁₁ 1 meta C₂H₅O C₅H₁₁ 1 ortho C₂H₅O C₅H₁₁ 2 ortho/para C₃H₇O C₅H₁₁ 1 para C₃H₇O C₅H₁₁ 1 meta C₃H₇O C₅H₁₁ 1 ortho C₃H₇O C₅H₁₁ 2 ortho/para C₄H₉O C₅H₁₁ 1 para C₄H₉O C₅H₁₁ 1 meta C₄H₉O C₅H₁₁ 1 ortho C₄H₉O C₅H₁₁ 2 ortho/para C₅H₁₁O C₅H₁₁ 1 para C₅H₁₁O C₅H₁₁ 1 meta C₅H₁₁O C₅H₁₁ 1 ortho C₅H₁₁O C₅H₁₁ 2 ortho/para C₆H₁₃O C₅H₁₁ 1 para C₆H₁₃O C₅H₁₁ 1 meta C₆H₁₃O C₅H₁₁ 1 ortho C₆H₁₃O C₅H₁₁ 2 ortho/para C₈H₁₇O C₅H₁₁ 1 para C₈H₁₇O C₅H₁₁ 1 meta C₈H₁₇O C₅H₁₁ 1 ortho C₈H₁₇O C₅H₁₁ 2 ortho/para C₁₂H₂₅O C₅H₁₁ 1 para C₁₂H₂₅O C₅H₁₁ 1 meta C₁₂H₂₅O C₅H₁₁ 1 ortho C₁₂H₂₅O C₅H₁₁ 2 ortho/para C₁₃H₂₇O C₅H₁₁ 1 para C₁₃H₂₇O C₅H₁₁ 1 meta C₁₃H₂₇O C₅H₁₁ 1 ortho C₁₃H₂₇O C₅H₁₁ 2 ortho/para C₁₄H₂₉O C₅H₁₁ 1 para C₁₄H₂₉O C₅H₁₁ 1 meta C₁₄H₂₉O C₅H₁₁ 1 ortho C₁₄H₂₉O C₅H₁₁ 2 ortho/para C₁₅H₃₁O C₅H₁₁ 1 para C₁₅H₃₁O C₅H₁₁ 1 meta C₁₅H₃₁O C₅H₁₁ 1 ortho C₁₅H₃₁O C₅H₁₁ 2 ortho/para C₁₆H₃₃O C₅H₁₁ 1 para C₁₆H₃₃O C₅H₁₁ 1 meta C₁₆H₃₃O C₅H₁₁ 1 ortho C₁₆H₃₃O C₅H₁₁ 2 ortho/para C₁₇H₃₅O C₅H₁₁ 1 para C₁₇H₃₅O C₅H₁₁ 1 meta C₁₇H₃₅O C₅H₁₁ 1 ortho C₁₇H₃₅O C₅H₁₁ 2 ortho/para C₁₈H₃₇O C₅H₁₁ 1 para C₁₈H₃₇O C₅H₁₁ 1 meta C₁₈H₃₇O C₅H₁₁ 1 ortho C₁₈H₃₇O C₅H₁₁ 2 ortho/para CH₃O C₆H₁₃ 1 para CH₃O C₆H₁₃ 1 para CH₃O C₆H₁₃ 1 ortho CH₃O C₆H₁₃ 2 ortho/para C₂H₅O C₆H₁₃ 1 para C₂H₅O C₆H₁₃ 1 meta C₂H₅O C₆H₁₃ 1 ortho C₂H₅O C₆H₁₃ 2 ortho/para C₃H₇O C₆H₁₃ 1 para C₃H₇O C₆H₁₃ 1 meta C₃H₇O C₆H₁₃ 1 ortho C₃H₇O C₆H₁₃ 2 ortho/para C₄H₉O C₆H₁₃ 1 para C₄H₉O C₆H₁₃ 1 meta C₄H₉O C₆H₁₃ 1 ortho C₄H₉O C₆H₁₃ 2 ortho/para C₅H₁₁O C₆H₁₃ 1 para C₅H₁₁O C₆H₁₃ 1 meta C₅H₁₁O C₆H₁₃ 1 ortho C₅H₁₁O C₆H₁₃ 2 ortho/para C₆H₁₃O C₆H₁₃ 1 para C₆H₁₃O C₆H₁₃ 1 meta C₆H₁₃O C₆H₁₃ 1 ortho C₆H₁₃O C₆H₁₃ 2 ortho/para C₈H₁₇O C₆H₁₃ 1 para C₈H₁₇O C₆H₁₃ 1 meta C₈H₁₇O C₆H₁₃ 1 ortho C₈H₁₇O C₆H₁₃ 2 ortho/para C₁₂H₂₅O C₆H₁₃ 1 para C₁₂H₂₅O C₆H₁₃ 1 meta C₁₂H₂₅O C₆H₁₃ 1 ortho C₁₂H₂₅O C₆H₁₃ 2 ortho/para C₁₃H₂₇O C₆H₁₃ 1 para C₁₃H₂₇O C_(6H) ₁₃ 1 meta C₁₃H₂₇O C₆H₁₃ 1 ortho C₁₃H₂₇O C₆H₁₃ 2 ortho/para C₁₄H₂₉O C₆H₁₃ 1 para C₁₄H₂₉O C₆H₁₃ 1 meta C₁₄H₂₉O C₆H₁₃ 1 ortho C₁₄H₂₉O C₆H₁₃ 2 ortho/para C₁₅H₃₁O C₆H₁₃ 1 para C₁₅H₃₁O C₆H₁₃ 1 meta C₁₅H₃₁O C₆H₁₃ 1 ortho C₁₅H₃₁O C₆H₁₃ 2 ortho/para C₁₆H₃₃O C₆H₁₃ 1 para C₁₆H₃₃O C₆H₁₃ 1 meta C₁₆H₃₃O C₆H₁₃ 1 ortho C₁₆H₃₃O C₆H₁₃ 2 ortho/para C₁₇H₃₅O C₆H₁₃ 1 para C₁₇H₃₅O C₆H₁₃ 1 meta C₁₇H₃₅O C₆H₁₃ 1 ortho C₁₇H₃₅O C₆H₁₃ 2 ortho/para C₁₈H₃₇O C₆H₁₃ 1 para C₁₈H₃₇O C₆H₁₃ 1 meta C₁₈H₃₇O C₆H₁₃ 1 ortho C₁₈H₃₇O C₆H₁₃ 2 ortho/para CH₃O CH₃O 1 meta CH₃O CH₃O 1 para CH₃O CH₃O 1 ortho CH₃O CH₃O 2 ortho/para C₂H₅O CH₃O 1 para C₂H₅O CH₃O 1 meta C₂H₅O CH₃O 1 ortho C₂H₅O CH₃O 2 ortho/para C₃H₇O CH₃O 1 para C₃H₇O CH₃O 1 meta C₃H₇O CH₃O 1 ortho C₃H₇O CH₃O 2 ortho/para C₄H₉O CH₃O 1 para C₄H₉O CH₃O 1 meta C₄H₉O CH₃O 1 ortho C₄H₉O CH₃O 2 ortho/para C₅H₁₁O CH₃O 1 para C₅H₁₁O CH₃O 1 meta C₅H₁₁O CH₃O 1 ortho C₅H₁₁O CH₃O 2 ortho/para C₆H₁₃O CH₃O 1 para C₆H₁₃O CH₃O 1 meta C₆H₁₃O CH₃O 1 ortho C₆H₁₃O CH₃O 2 ortho/para C₈H₁₇O CH₃O 1 para C₈H₁₇O CH₃O 1 meta C₈H₁₇O CH₃O 1 ortho C₈H₁₇O CH₃O 2 ortho/para C₁₂H₂₅O CH₃O 1 para C₁₂H₂₅O CH₃O 1 meta C₁₂H₂₅O CH₃O 1 ortho C₁₂H₂₅O CH₃O 2 ortho/para C₁₃H₂₇O CH₃O 1 para C₁₃H₂₇O CH₃O 1 meta C₁₃H₂₇O CH₃O 1 ortho C₁₃H₂₇O CH₃O 2 ortho/para C₁₄H₂₉O CH₃O 1 para C₁₄H₂₉O CH₃O 1 meta C₁₄H₂₉O CH₃O 1 ortho C₁₄H₂₉O CH₃O 2 ortho/para C₁₅H₃₁O CH₃O 1 para C₁₅H₃₁O CH₃O 1 meta C₁₅H₃₁O CH₃O 1 ortho C₁₅H₃₁O CH₃O 2 ortho/para C₁₆H₃₃O CH₃O 1 para C₁₆H₃₃O CH₃O 1 meta C₁₆H₃₃O CH₃O 1 ortho C₁₆H₃₃O CH₃O 2 ortho/para C₁₇H₃₅O CH₃O 1 para C₁₇H₃₅O CH₃O 1 meta C₁₇H₃₅O CH₃O 1 ortho C₁₇H₃₅O CH₃O 2 ortho/para C₁₈H₃₇O CH₃O 1 para C₁₈H₃₇O CH₃O 1 meta C₁₈H₃₇O CH₃O 1 ortho C₁₈H₃₇O CH₃O 2 ortho/para CH₃O C₂H₅O 1 para CH₃O C₂H₅O 1 meta CH₃O C₂H₅O 1 ortho CH₃O C₂H₅O 2 ortho/para C₂H₅O C₂H₅O 1 para C₂H₅O C₂H₅O 1 meta C₂H₅O C₂H₅O 1 ortho C₂H₅O C₂H₅O 2 ortho/para C₃H₇O C₂H₅O 1 para C₃H₇O C₂H₅O 1 meta C₃H₇O C₂H₅O 1 ortho C₃H₇O C₂H₅O 2 ortho/para C₄H₉O C₂H₅O 1 para C₄H₉O C₂H₅O 1 meta C₄H₉O C₂H₅O 1 ortho C₄H₉O C₂H₅O 2 ortho/para C₅H₁₁O C₂H₅O 1 para C₅H₁₁O C₂H₅O 1 meta C₅H₁₁O C₂H₅O 1 ortho C₅H₁₁O C₂H₅O 2 ortho/para C₆H₁₃O C₂H₅O 1 para C₆H₁₃O C₂H₅O 1 meta C₆H₁₃O C₂H₅O 1 ortho C₆H₁₃O C₂H₅O 2 ortho/para C₈H₁₇O C₂H₅O 1 para C₈H₁₇O C₂H₅O 1 meta C₈H₁₇O C₂H₅O 1 ortho C₈H₁₇O C₂H₅O 2 ortho/para C₁₂H₂₅O C₂H₅O 1 para C₁₂H₂₅O C₂H₅O 1 meta C₁₂H₂₅O C₂H₅O 1 ortho C₁₂H₂₅O C₂H₅O 2 ortho/para C₁₃H₂₇O C₂H₅O 1 para C₁₃H₂₇O C₂H₅O 1 meta C₁₃H₂₇O C₂H₅O 1 ortho C₁₃H₂₇O C₂H₅O 2 ortho/para C₁₄H₂₉O C₂H₅O 1 para C₁₄H₂₉O C₂H₅O 1 meta C₁₄H₂₉O C₂H₅O 1 ortho C₁₄H₂₉O C₂H₅O 2 ortho/para C₁₅H₃₁O C₂H₅O 1 para C₁₅H₃₁O C₂H₅O 1 meta C₁₅H₃₁O C₂H₅O 1 ortho C₁₅H₃₁O C₂H₅O 2 ortho/para C₁₆H₃₃O C₂H₅O 1 para C₁₆H₃₃O C₂H₅O 1 meta C₁₆H₃₃O C₂H₅O 1 ortho C₁₆H₃₃O C₂H₅O 2 ortho/para C₁₇H₃₅O C₂H₅O 1 para C₁₇H₃₅O C₂H₅O 1 meta C₁₇H₃₅O C₂H₅O 1 ortho C₁₇H₃₅O C₂H₅O 2 ortho/para C₁₈H₃₇O C₂H₅O 1 para C₁₈H₃₇O C₂H₅O 1 meta C₁₈H₃₇O C₂H₅O 1 ortho C₁₈H₃₇O C₂H₅O 2 ortho/para CH₃O C₃H₇O 1 para CH₃O C₃H₇O 1 meta CH₃O C₃H₇O 1 ortho CH₃O C₃H₇O 2 ortho/para C₂H₅O C₃H₇O 1 para C₂H₅O C₃H₇O 1 meta C₂H₅O C₃H₇O 1 ortho C₂H₅O C₃H₇O 2 ortho/para C₃H₇O C₃H₇O 1 para C₃H₇O C₃H₇O 1 meta C₃H₇O C₃H₇O 1 ortho C₃H₇O C₃H₇O 2 ortho/para C₄H₉O C₃H₇O 1 para C₄H₉O C₃H₇O 1 meta C₄H₉O C₃H₇O 1 ortho C₄H₉O C₃H₇O 2 ortho/para C₅H₁₁O C₃H₇O 1 para C₅H₁₁O C₃H₇O 1 meta C₅H₁₁O C₃H₇O 1 ortho C₅H₁₁O C₃H₇O 2 ortho/para C₆H₁₃O C₃H₇O 1 para C₆H₁₃O C₃H₇O 1 meta C₆H₁₃O C₃H₇O 1 ortho C₆H₁₃O C₃H₇O 2 ortho/para C₈H₁₇O C₃H₇O 1 para C₈H₁₇O C₃H₇O 1 meta C₈H₁₇O C₃H₇O 1 ortho C₈H₁₇O C₃H₇O 2 ortho/para C₁₂H₂₅O C₃H₇O 1 para C₁₂H₂₅O C₃H₇O 1 meta C₁₂H₂₅O C₃H₇O 1 ortho C₁₂H₂₅O C₃H₇O 2 ortho/para C₁₃H₂₇O C₃H₇O 1 para C₁₃H₂₇O C₃H₇O 1 meta C₁₃H₂₇O C₃H₇O 1 ortho C₁₃H₂₇O C₃H₇O 2 ortho/para C₁₄H₂₉O C₃H₇O 1 para C₁₄H₂₉O C₃H₇O 1 meta C₁₄H₂₉O C₃H₇O 1 ortho C₁₄H₂₉O C₃H₇O 2 ortho/para C₁₅H₃₁O C₃H₇O 1 para C₁₅H₃₁O C₃H₇O 1 meta C₁₅H₃₁O C₃H₇O 1 ortho C₁₅H₃₁O C₃H₇O 2 ortho/para C₁₆H₃₃O C₃H₇O 1 para C₁₆H₃₃O C₃H₇O 1 meta C₁₆H₃₃O C₃H₇O 1 ortho C₁₆H₃₃O C₃H₇O 2 ortho/para C₁₇H₃₅O C₃H₇O 1 para C₁₇H₃₅O C₃H₇O 1 meta C₁₇H₃₅O C₃H₇O 1 ortho C₁₇H₃₅O C₃H₇O 2 ortho/para C₁₈H₃₇O C₃H₇O 1 para C₁₈H₃₇O C₃H₇O 1 meta C₁₈H₃₇O C₃H₇O 1 ortho C₁₈H₃₇O C₃H₇O 2 ortho/para CH₃O C₄H₉O 1 para CH₃O C₄H₉O 1 meta CH₃O C₄H₉O 1 ortho CH₃O C₄H₉O 2 ortho/para C₂H₅O C₄H₉O 1 para C₂H₅O C₄H₉O 1 meta C₂H₅O C₄H₉O 1 ortho C₂H₅O C₄H₉O 2 ortho/para C₃H₇O C₄H₉O 1 para C₃H₇O C₄H₉O 1 meta C₃H₇O C₄H₉O 1 ortho C₃H₇O C₄H₉O 2 ortho/para C₄H₉O C₄H₉O 1 para C₄H₉O C₄H₉O 1 meta C₄H₉O C₄H₉O 1 ortho C₄H₉O C₄H₉O 2 ortho/para C₅H₁₁O C₄H₉O 1 para C₅H₁₁O C₄H₉O 1 meta C₅H₁₁O C₄H₉O 1 ortho C₅H₁₁O C₄H₉O 2 ortho/para C₆H₁₃O C₄H₉O 1 para C₆H₁₃O C₄H₉O 1 meta C₆H₁₃O C₄H₉O 1 ortho C₆H₁₃O C₄H₉O 2 ortho/para C₈H₁₇O C₄H₉O 1 para C₈H₁₇O C₄H₉O 1 meta C₈H₁₇O C₄H₉O 1 ortho C₈H₁₇O C₄H₉O 2 ortho/para C₁₂H₂₅O C₄H₉O 1 para C₁₂H₂₅O C₄H₉O 1 meta C₁₂H₂₅O C₄H₉O 1 ortho C₁₂H₂₅O C₄H₉O 2 ortho/para C₁₃H₂₇O C₄H₉O 1 para C₁₃H₂₇O C₄H₉O 1 meta C₁₃H₂₇O C₄H₉O 1 ortho C₁₃H₂₇O C₄H₉O 2 ortho/para C₁₄H₂₉O C₄H₉O 1 para C₁₄H₂₉O C₄H₉O 1 meta C₁₄H₂₉O C₄H₉O 1 ortho C₁₄H₂₉O C₄H₉O 2 ortho/para C₁₅H₃₁O C₄H₉O 1 para C₁₅H₃₁O C₄H₉O 1 meta C₁₅H₃₁O C₄H₉O 1 ortho C₁₅H₃₁O C₄H₉O 2 ortho/para C₁₆H₃₃O C₄H₉O 1 para C₁₆H₃₃O C₄H₉O 1 meta C₁₆H₃₃O C₄H₉O 1 ortho C₁₆H₃₃O C₄H₉O 2 ortho/para C₁₇H₃₅O C₄H₉O 1 para C₁₇H₃₅O C₄H₉O 1 meta C₁₇H₃₅O C₄H₉O 1 ortho C₁₇H₃₅O C₄H₉O 2 ortho/para C₁₈H₃₇O C₄H₉O 1 para C₁₈H₃₇O C₄H₉O 1 meta C₁₈H₃₇O C₄H₉O 1 ortho C₁₈H₃₇O C₄H₉O 2 ortho/para CH₃O C₅H₁₁O 1 para CH₃O C₅H₁₁O 1 meta CH₃O C₅H₁₁O 1 ortho CH₃O C₅H₁₁O 2 ortho/para C₂H₅O C₅H₁₁O 1 para C₂H₅O C₅H₁₁O 1 meta C₂H₅O C₅H₁₁O 1 ortho C₂H₅O C₅H₁₁O 2 ortho/para C₃H₇O C₅H₁₁O 1 para C₃H₇O C₅H₁₁O 1 meta C₃H₇O C₅H₁₁O 1 ortho C₃H₇O C₅H₁₁O 2 ortho/para C₄H₉O C₅H₁₁O 1 para C₄H₉O C₅H₁₁O 1 meta C₄H₉O C₅H₁₁O 1 ortho C₄H₉O C₅H₁₁O 2 ortho/para C₅H₁₁O C₅H₁₁O 1 para C₅H₁₁O C₅H₁₁O 1 meta C₅H₁₁O C₅H₁₁O 1 ortho C₅H₁₁O C₅H₁₁O 2 ortho/para C₆H₁₃O C₅H₁₁O 1 para C₆H₁₃O C₅H₁₁O 1 meta C₆H₁₃O C₅H₁₁O 1 ortho C₆H₁₃O C₅H₁₁O 2 ortho/para C₈H₁₇O C₅H₁₁O 1 para C₈H₁₇O C₅H₁₁O 1 meta C₈H₁₇O C₅H₁₁O 1 ortho C₈H₁₇O C₅H₁₁O 2 ortho/para C₁₂H₂₅O C₅H₁₁O 1 para C₁₂H₂₅O C₅H₁₁O 1 meta C₁₂H₂₅O C₅H₁₁O 1 ortho C₁₂H₂₅O C₅H₁₁O 2 ortho/para C₁₃H₂₇O C₅H₁₁O 1 para C₁₃H₂₇O C₅H₁₁O 1 meta C₁₃H₂₇O C₅H₁₁O 1 ortho C₁₃H₂₇O C₅H₁₁O 2 ortho/para C₁₄H₂₉O C₅H₁₁O 1 para C₁₄H₂₉O C₅H₁₁O 1 meta C₁₄H₂₉O C₅H₁₁O 1 ortho C₁₄H₂₉O C₅H₁₁O 2 ortho/para C₁₅H₃₁O C₅H₁₁O 1 para C₁₅H₃₁O C₅H₁₁O 1 meta C₁₅H₃₁O C₅H₁₁O 1 ortho C₁₅H₃₁O C₅H₁₁O 2 ortho/para C₁₆H₃₃O C₅H₁₁O 1 para C₁₆H₃₃O C₅H₁₁O 1 meta C₁₆H₃₃O C₅H₁₁O 1 ortho C₁₆H₃₃O C₅H₁₁O 2 ortho/para C₁₇H₃₅O C₅H₁₁O 1 para C₁₇H₃₅O C₅H₁₁O 1 meta C₁₇H₃₅O C₅H₁₁O 1 ortho C₁₇H₃₅O C₅H₁₁O 2 ortho/para C₁₈H₃₇O C₅H₁₁O 1 para C₁₈H₃₇O C₅H₁₁O 1 meta C₁₈H₃₇O C₅H₁₁O 1 ortho C₁₈H₃₇O C₅H₁₁O 2 ortho/para CH₃O C₆H₁₃O 1 para CH₃O C₆H₁₃O 1 meta CH₃O C₆H₁₃O 1 ortho CH₃O C₆H₁₃O 2 ortho/para C₂H₅O C₆H₁₃O 1 para C₂H₅O C₆H₁₃O 1 meta C₂H₅O C₆H₁₃O 1 ortho C₂H₅O C₆H₁₃O 2 ortho/para C₃H₇O C₆H₁₃O 1 para C₃H₇O C₆H₁₃O 1 meta C₃H₇O C₆H₁₃O 1 ortho C₃H₇O C₆H₁₃O 2 ortho/para C₄H₉O C₆H₁₃O 1 para C₄H₉O C₆H₁₃O 1 meta C₄H₉O C₆H₁₃O 1 ortho C₄H₉O C₆H₁₃O 2 ortho/para C₅H₁₁O C₆H₁₃O 1 para C₅H₁₁O C₆H₁₃O 1 meta C₅H₁₁O C₆H₁₃O 1 ortho C₅H₁₁O C₆H₁₃O 2 ortho/para C₆H₁₃O C₆H₁₃O 1 para C₆H₁₃O C₆H₁₃O 1 meta C₆H₁₃O C₆H₁₃O 1 ortho C₆H₁₃O C₆H₁₃O 2 ortho/para C₈H₁₇O C₆H₁₃O 1 para C₈H₁₇O C₆H₁₃O 1 meta C₈H₁₇O C₆H₁₃O 1 ortho C₈H₁₇O C₆H₁₃O 2 ortho/para C₁₂H₂₅O C₆H₁₃O 1 para C₁₂H₂₅O C₆H₁₃O 1 meta C₁₂H₂₅O C₆H₁₃O 1 ortho C₁₂H₂₅O C₆H₁₃O 2 ortho/para C₁₃H₂₇O C₆H₁₃O 1 para C₁₃H₂₇O C₆H₁₃O 1 meta C₁₃H₂₇O C₆H₁₃O 1 ortho C₁₃H₂₇O C₆H₁₃O 2 ortho/para C₁₄H₂₉O C₆H₁₃O 1 para C₁₄H₂₉O C₆H₁₃O 1 meta C₁₄H₂₉O C₆H₁₃O 1 ortho C₁₄H₂₉O C₆H₁₃O 2 ortho/para C₁₅H₃₁O C₆H₁₃O 1 para C₁₅H₃₁O C₆H₁₃O 1 meta C₁₅H₃₁O C₆H₁₃O 1 ortho C₁₅H₃₁O C₆H₁₃O 2 ortho/para C₁₆H₃₃O C₆H₁₃O 1 para C₁₆H₃₃O C₆H₁₃O 1 meta C₁₆H₃₃O C₆H₁₃O 1 ortho C₁₆H₃₃O C₆H₁₃O 2 ortho/para C₁₇H₃₅O C₆H₁₃O 1 para C₁₇H₃₅O C₆H₁₃O 1 meta C₁₇H₃₅O C₆H₁₃O 1 ortho C₁₇H₃₅O C₆H₁₃O 2 ortho/para C₁₈H₃₇O C₆H₁₃O 1 para C₁₈H₃₇O C₆H₁₃O 1 meta C₁₈H₃₇O C₆H₁₃O 1 ortho C₁₈H₃₇O C₆H₁₃O 2 ortho/para CH₃O C₇H₁₅O 1 para CH₃O C₇H₁₅O 1 meta CH₃O C₇H₁₅O 1 ortho CH₃O C₇H₁₅O 2 ortho/para C₂H₅O C₇H₁₅O 1 para C₂H₅O C₇H₁₅O 1 meta C₂H₅O C₇H₁₅O 1 ortho C₂H₅O C₇H₁₅O 2 ortho/para C₃H₇O C₇H₁₅O 1 para C₃H₇O C₇H₁₅O 1 meta C₃H₇O C₇H₁₅O 1 ortho C₃H₇O C₇H₁₅O 2 ortho/para C₄H₉O C₇H₁₅O 1 para C₄H₉O C₇H₁₅O 1 meta C₄H₉O C₇H₁₅O 1 ortho C₄H₉O C₇H₁₅O 2 ortho/para C₅H₁₁O C₇H₁₅O 1 para C₅H₁₁O C₇H₁₅O 1 meta C₅H₁₁O C₇H₁₅O 1 ortho C₅H₁₁O C₇H₁₅O 2 ortho/para C₆H₁₃O C₇H₁₅O 1 para C₆H₁₃O C₇H₁₅O 1 meta C₆H₁₃O C₇H₁₅O 1 ortho C₆H₁₃O C₇H₁₅O 2 ortho/para C₈H₁₇O C₇H₁₅O 1 para C₈H₁₇O C₇H₁₅O 1 meta C₈H₁₇O C₇H₁₅O 1 ortho C₈H₁₇O C₇H₁₅O 2 ortho/para C₁₂H₂₅O C₇H₁₅O 1 para C₁₂H₂₅O C₇H₁₅O 1 meta C₁₂H₂₅O C₇H₁₅O 1 ortho C₁₂H₂₅O C₇H₁₅O 2 ortho/para C₁₃H₂₇O C₇H₁₅O 1 para C₁₃H₂₇O C₇H₁₅O 1 meta C₁₃H₂₇O C₇H₁₅O 1 ortho C₁₃H₂₇O C₇H₁₅O 2 ortho/para C₁₄H₂₉O C₇H₁₅O 1 para C₁₄H₂₉O C₇H₁₅O 1 meta C₁₄H₂₉O C₇H₁₅O 1 ortho C₁₄H₂₉O C₇H₁₅O 2 ortho/para C₁₅H₃₁O C₇H₁₅O 1 para C₁₅H₃₁O C₇H₁₅O 1 meta C₁₅H₃₁O C₇H₁₅O 1 ortho C₁₅H₃₁O C₇H₁₅O 2 ortho/para C₁₆H₃₃O C₇H₁₅O 1 para C₁₆H₃₃O C₇H₁₅O 1 meta C₁₆H₃₃O C₇H₁₅O 1 ortho C₁₆H₃₃O C₇H₁₅O 2 ortho/para C₁₇H₃₅O C₇H₁₅O 1 para C₁₇H₃₅O C₇H₁₅O 1 meta C₁₇H₃₅O C₇H₁₅O 1 ortho C₁₇H₃₅O C₇H₁₅O 2 ortho/para C₁₈H₃₇O C₇H₁₅O 1 para C₁₈H₃₇O C₇H₁₅O 1 meta C₁₈H₃₇O C₇H₁₅O 1 ortho C₁₈H₃₇O C₇H₁₅O 2 ortho/para CH₃O C₈H₁₇O 1 para CH₃O C₈H₁₇O 1 meta CH₃O C₈H₁₇O 1 ortho CH₃O C₈H₁₇O 2 ortho/para C₂H₅O C₈H₁₇O 1 para C₂H₅O C₈H₁₇O 1 meta C₂H₅O C₈H₁₇O 1 ortho C₂H₅O C₈H₁₇O 2 ortho/para C₃H₇O C₈H₁₇O 1 para C₃H₇O C₈H₁₇O 1 meta C₃H₇O C₈H₁₇O 1 ortho C₃H₇O C₈H₁₇O 2 ortho/para C₄H₉O C₈H₁₇O 1 para C₄H₉O C₈H₁₇O 1 meta C₄H₉O C₈H₁₇O 1 ortho C₄H₉O C₈H₁₇O 2 ortho/para C₅H₁₁O C₈H₁₇O 1 para C₅H₁₁O C₈H₁₇O 1 meta C₅H₁₁O C₈H₁₇O 1 ortho C₅H₁₁O C₈H₁₇O 2 ortho/para C₆H₁₃O C₈H₁₇O 1 para C₆H₁₃O C₈H₁₇O 1 meta C₆H₁₃O C₈H₁₇O 1 ortho C₆H₁₃O C₈H₁₇O 2 ortho/para C₈H₁₇O C₈H₁₇O 1 para C₈H₁₇O C₈H₁₇O 1 meta C₈H₁₇O C₈H₁₇O 1 ortho C₈H₁₇O C₈H₁₇O 2 ortho/para C₁₂H₂₅O C₈H₁₇O 1 para C₁₂H₂₅O C₈H₁₇O 1 meta C₁₂H₂₅O C₈H₁₇O 1 ortho C₁₂H₂₅O C₈H₁₇O 2 ortho/para C₁₃H₂₇O C₈H₁₇O 1 para C₁₃H₂₇O C₈H₁₇O 1 meta C₁₃H₂₇O C₈H₁₇O 1 ortho C₁₃H₂₇O C₈H₁₇O 2 ortho/para C₁₄H₂₉O C₈H₁₇O 1 para C₁₄H₂₉O C₈H₁₇O 1 meta C₁₄H₂₉O C₈H₁₇O 1 ortho C₁₄H₂₉O C₈H₁₇O 2 ortho/para C₁₅H₃₁O C₈H₁₇O 1 para C₁₅H₃₁O C₈H₁₇O 1 meta C₁₅H₃₁O C₈H₁₇O 1 ortho C₁₅H₃₁O C₈H₁₇O 2 ortho/para C₁₆H₃₃O C₈H₁₇O 1 para C₁₆H₃₃O C₈H₁₇O 1 meta C₁₆H₃₃O C₈H₁₇O 1 ortho C₁₆H₃₃O C₈H₁₇O 2 ortho/para C₁₇H₃₅O C₈H₁₇O 1 para C₁₇H₃₅O C₈H₁₇O 1 meta C₁₇H₃₅O C₈H₁₇O 1 ortho C₁₇H₃₅O C₈H₁₇O 2 ortho/para C₁₈H₃₇O C₈H₁₇O 1 para C₁₈H₃₇O C₈H₁₇O 1 meta C₁₈H₃₇O C₈H₁₇O 1 ortho C₁₈H₃₇O C₈H₁₇O 2 ortho/para

The compounds of formula I to be used in the present invention may be prepared by condensation according to the following equation:

in which R¹ to R⁴ have the meanings specified above.

For example, the reaction of 2,4-pentanedione with 2-ethylhexyl anthranilate and triethyl orthoformate gives compound 24 in Table 2.

The cosmetic and pharmaceutical formulations containing screening agents are usually based on a carrier containing at least one oily phase. Alternatively formulations based on water alone are possible when using compounds containing hydrophilic substituents. Accordingly oils, oil-in-water emulsions, water-in-oil emulsions, creams and pastes, protective lipstick compositions or grease-free gels are suitable types of formulation.

Such sun-shading preparations can accordingly exist in liquid, pasty or solid form, for example as water-in-oil crearns, oil-in-water creams and lotions, aerosol foaming creams, gels, oils, grease sticks, powders, sprays or aqueous alcoholic lotions.

Common oily components used in the cosmetics industry are for example liquid paraffin, glyceryl stearate, isopropyl myristate, diisopropyl adipate, cetylstaeryl 2-ethylhexanoate, polyisobutene, vaiselines, caprylic/capric triglycerides, micro-crystalline wax, lanolin and stearic acid.

Common cosmetic auxiliaries which are suitable for use as additives are, for example, co-emulsifiers, greases and waxes, stabilizers, thickeners, biogenetically active substances, film formers, perfumes, dyes, pearl-lustering agents, preservatives, pigments, electrolytes (eg magnesium sulfate) and pH regulators. Suitable co-emulsifiers are preferably known water-in-oil emulsifiers and also oil-in-water emulsifiers such as poly(glycerol ester)s, sorbitan esters or glycerides. Typical examples of greases are glycerides; examples of suitable waxes are, inter alia, beeswax, paraffin wax or microwaxes optionally in combination with hydrophilic waxes. Stabilizers that can be used are, for example, metal salts of fatty acids such as magnesium, aluminum and/or zinc stearate. Suitable thickeners are for example cross-linked poly(acrylic acid)s and their derivatives, polysaccharides, particularly xanthan-gum, guar-guar, agar-agar, alginates and tyloses, carboxylmethylcellusose and hydroxyethylcellulose, also fatty alcohols, monoglycerides and fatty acids, polyacrylates, poly(vinyl alcohol) and poly(vinyl pyrrolidone). By biogenetically active substances we mean, for example, plant extracts, protein hydrolysates and vitamin complexes. Commonly used film formers are for example hydrocolloids such as chitosan, microcrystalline chitosan or quaternized chitosan, poly(vinyl pyrrolidone), poly(vinyl pyrrolidone-co-vinyl acetate)s, polymers of the acrylic acid series, quaternary cellulose derivatives and similar compounds. Suitable preservatives are for example formaldehyde solution, p-hydroxybenzoate or sorbic acid. Suitable pearl-lustering agents are for example glycol distearates such as ethylene glycol distearate, and also fatty acids and fatty acid monoglycol esters. The dyestuffs used may be any of the substances which are suitable and licensed for cosmetic purposes, as listed, for example, in “Kosmetische Färbemittel” issued by the Farbstoffkommission der Deutschen Forschungsgemeinschaft and published by Verlag Chemie, Weinheim, 1984. These dyestuffs can be used in concentrations usually ranging from 0.001 to 0.1 wt %, based on the total mixture. The total concentration of the auxiliaries and additives can be from 1 to 80 and preferably from 6 to 40wt % and the non-aqueous content (“active substance”) may be from 20 to 80 and preferably from 30 to 70 wt %—based on the agents used. The preparation of the agents can be carried out in known manner, ie for example by hot, cold, hot/cold or PIT emulsification. This involves a purely mechanical process in which no chemical reactions take place.

Finally, other known substances capable of absorbing radiation in the UV-A range may be additionally used provided they are stable in the overall system embracing the combination of UV-B and UV-A filters to be used in accordance with the present invention.

The present invention also relates to cosmetic and pharmaceutical formulations containing from 0.1 to 10 wt, preferably from 1 to 7 wt, based on the total weight of the cosmetic and pharmaceutical formulation, of one or more compounds of formula I together with compounds acting as UV screening agents known to be suitable for cosmetic and pharmaceutical formulations, the compounds of formula I usually being used in smaller amounts than the UV-B-absorbing compounds.

The major portion of the screening agents in the cosmetic and pharmaceutical formulations serving to protect the human epidermis consists of compounds which absorb UV light in the UV-B range, Fe radiation ranging from 280 to 320 nm. For example, the content of UV-A absorber used in accordance with the present invention is from 10 to 90wt % and preferably from 20 to 50wt %, based on the total weight of UV-B and AV-A filter substances.

Suitable UV filter substances which can be used in combination with the compounds of formula I used in accordance with the invention are any desired UV-A and UV-B screening substances. Specific examples thereof are:

No. Substance CAS No. (acid)  1 4-aminobenzoic acid 150-13-0  2 3-(4-trimethylammonium)-benzylidenebornan-2- 52793-97-2 one methyl sulfate  3 3.3,5-trimethylcyclohexyl salicylate 118-56-9 (homosalatum)  4 2-hydroxy-4-methoxybenzophenone 131-57-7 (oxybenzonum)  5 2-phenylbenzimidazol-5-sulfonic acids and the 27503-81-7 potassium, sodium and triethanolamine salts thereof  6 3,3-(1,4-phenylenedimethine)-bis(7,7-dimethyl- 90457-82-2 2-oxobicyclo[2.2.1]heptane-1-methanesulfonic acid) and the salts thereof  7 polyethoxyethyl 4-bis(polyethoxy)aminobenzoate 113010-52-9  8 2-ethylhexyl 4-dimethylaminobenzoate 21245-02-3  9 2-ethylhexyl salicylate 118-60-5 10 2-isoamyl 4-methoxycinnamate 7/6/7-10-2 11 2-ethylhexyl 4-methoxycinnamate 5466-77-3 12 2-hydroxy-4-methoxybenzophenone-5-sulfone 4065-45-6 (sulisobenzonum) and the sodium salt 13 3-(4-sulfo)benzylidenebornan-2-one and salts 58030-58-6 14 3-(4-methyl)benzylidenebornan-2-one 36861-47-9 15 3-benzylidenebornan-2-one 16087-24-8 16 1-(4-isopropylphenyl)-3-phenylpropane-1,3-dione 63260-25-9 17 4-isopropylbenzyl salicylate 94134-93-7 18 2,4,6-trianiline-(o-carbo-2′-ethylhexyl-1′-oxy)- 86122-99-0 1,3,5-triazine 19 3-imidazol-4-yl acrylic acid and the ethyl 104-98-3* ester thereof 20 ethyl 2-cyano-3,3-diphenylacrylate 5232-99-5 21 2-ethylhexyl 2-cyano-3,3-diphenylacrylate 6197-30-4 22 menthyl o-aminobenzoate or: 5-methyl-2- 134-09-8 (1-methylethyl)-2-aminobenzoate 23 glyceryl p-aminobenzoate or: 1-glycerol 136-44-7 4-aminobenzoate 24 2,2′-dihydroxy-4-methoxybenzophenone 131-53-3 (dioxybenzone) 25 2-hydroxy-4-methoxy-4-methylbenzophenone 1641-17-4 (mexonone) 26 triethanolamine salicylate 2174-16-5 27 dimethoxyphenylglyoxalic acid or: sodium 3,4-dimethoxyphenylglyoxalate 28 3-(4′-sulfo)benzylidenebornan-2-one and its salts 56039-58-8 29 4-tert-butyl-4′-methoxydibenzoylmethane 70356-09-1 30 2,2′,4,4′-tetrahydroxybenzophenone 131-55-5

Finally, mikronized pigments such as titanium dioxide and zinc oxide may be mentioned.

For protection of human hair from UV radiation these screening agents of formula I of the invention may be incorporated in shampoos, lotions, gels or emulsions in concentrations of from 0.1 to 10 wt, preferably from 1 to 7 wt %. The respective formulations obtained may be used, inter alia, for washing, dyeing and styling the hair.

The compounds of the invention are usually distinguished by a particularly high absorbtive capacity in the range of UV-A radiation showing a well-defined band structure. Furthermore, they are readily soluble in cosmetic oils and are easy to incorporate in cosmetic formulations. The emulsions formed using compounds I are particularly characterized by their high degree of stability, and the compounds I are themselves distinguished by high photostability, whilst the formulations prepared using compounds I are noted for their pleasant feeling on the skin.

The invention also relates to the compounds of the formula I for use as medicinal and pharmaceutical agents for prophylaxis of inflammation and allergies of the skin and also for the prevention of certain types of skin cancer, which agents contain an effective amount of at least one compound of formula I as active substance.

The pharmaceutical agents of the invention can be administered orally or topically. For oral administration, the pharmaceutical agents exist in the form of, inter alia, pastilles, gelatine capsules, dragees, syrups, solutions, emulsions or suspensions. Topical administration of the pharmaceutical agents is effected, for example, by applying them in an ointment, cream, gel, spray, solution or lotion.

EXAMPLES I. Preparation Example 1

General Specification (for compound No. 1 in Table 2)

0.1 mol of 2-ethylhexyl p-aminobenzoate, 0.1 mol of pivaloyl acetonitrile and 20 0.1 mol of triethyl orthoformate were heated in 100 mL of diethylene glycol for 2 h at 120° C., ethanol being removed by distillation. After cooling to 80° C. water was added and the precipitate was removed by filtration. The mother liquor was then recrystallized from petroleum ether. There was obtained compound 1 in Table 2 in a yield of 80%.

Example 2

0.1 mol of 2-ethylhexyl anthranilate, 0.1 mol of 2,4-pentanedione and 0.1 mol of triethyl orthoform ate were heated in 100 mL of diethylene glycol for 2 h at 120° C., ethanol being removed by distillation. After cooling to 80° C. water was added and the precipitate was removed by filtration. The mother liquor was then recrystallized from petroleum ether. There was obtained compound 24 in Table 2 in a yield of 70%.

Example 3

0.1 mol of m-toluidine, 0.1 mol of pivaloyl acetonitrile and 0.1 mol of triethyl orthoformate and 1 g of zinc chloride were heated in 100 mL of diethylene glycol for 2 h at 120° C., ethanol being removed by distillation. After cooling to 80° C. water was added and the precipitate was removed by filtration. The mother liquor was then recrystallized from petroleum ether. There was obtained compound 2 in Table 2 in a yield of 70%.

Other compounds thus prepared are listed in the following Table 2.

No. Y λ_(max) E¹1  1) 4-COOC₈H₁₇ ¹⁾ 346 860  2) 3-CH₃ 338 978  3) 4-OCH₃ 348 841  4) 4-tert-C₄H9 342 888  5) 4-n-C₄H9 342 884  6) 4-CONHC₈H₁₇ ¹⁾ 346 773  7) 4-iso-C₃H7 342 903  8) 4-n-C₃H7 342 918  9) 2-COOC₈H17¹⁾ 348 717 10) 2-CN 338 995 11) 2-COOC₁₅H₃₁(iso)^((oil)) 346 583 12) 3-iso-OC₃H₇ 340 829 13) 2-COO^(⊖) x N^(⊕)H(C₂H₄OH)₃ 346 667 (water) 14) 2,5-di-OCH₃ 362 491 15) 2-COOH 346 965 16) 4-SO₃ ^(⊖) x ^(⊕)HN(C₂H₄OH)₃ 340 666 (water) 17) 4-SO₃ ^(⊖) Na^(⊕) 340 1010 (water) 18) 2-OC₂H₅ 352 876 19) 2-COOCH₃ 348 995 20) 2-COOCH₂CH(CH₃)₂ 348 864 21) 2-COOC₄H₉ 346 825 22)

380 768 23)

350 817 24)

344 795 25)

344 938 26)

336 1035 27)

346 1049 28)

346 757 29)

346 941 30)

344 1008 31)

344 717 32)

346 646 33)

350 612 34)

322 761 35)

332 1105 36)

336 752 37)

336 890 38)

335 630 39)

320 700 40)

358 743 41)

330 1191 42)

374 1175 43)

362 869 44)

336 896 ¹⁾C₈H₁₇ = 2-ethylhexyl

General Manufacturing Instructions for the Preparation of Emulsions for Cosmetic Purposes

All oil-soluble components are heated in a stirred boiler at 85° C. When all of the components have melted or exist as liquid phase, the aqueous phase is incorporated whilst effecting homogenization. Stirring is continued while the emulsion is cooled to approximately 40° C., scented, homogenized and then cooled to 25° C. with constant stirring.

Formulations

Example 4

Composition for Lip Care

Mass content in wt %

ad 100 eucerinum anhydricum 10.00  glycerol 10.00  titanium dioxide 5.00 compound No. 1 of Table 2 8.00 octyl methoxycinnamate 5.00 zinc oxide 4.00 castor oil 4.00 pentaerythritol stearate/caprate/caprylate adipate 3.00 glyceryl stearate SE 2.00 beeswax 2.00 microcrystalline wax 2.00 quaternium-18 bentonite 1.50 poly(PEG-45-co-dodecyl glycol)

Example 5

Composition for Lip Care

Mass content in wt %

ad 100 eucerinum anhydricum 10.00  glycerol 10.00  titanium dioxide 5.00 compound No. 24 of Table 2 8.00 octyl methoxycinnamate 5.00 zinc oxide 4.00 castor oil 4.00 pentaerythritol stearate/caprate/caprylate adipate 3.00 glyceryl stearate SE 2.00 beeswax 2.00 microcrystalline wax 2.00 quaternium-18 bentonite 1.50 poly(PEG-45-co-dodecyl glycol)

Example 6

Composition for Sun Blockers Containing Micropigments

Mass content in wt %

ad 100 water 10.00  octyl methoxycinnamate 6.00 PEG-7-hyrogenated castor oil 6.00 titanium dioxide 5.00 compound No. 1 of Table 2 5.00 mineral oil 5.00 isoamyl p-methoxycinnamate 5.00 propylene glycol 3.00 jojoba oil 3.00 4-methylbenzylidene campher 2.00 poly(PEG-45-co-dodecyl glycol) 1.00 dimethicone 0.50 PEG-40-hydrogenated castor oil 0.50 tocopheryl acetate 0.50 phenoxyethanol 0.20 EDTA

Example 7

Mass content in wt %

ad 100 water 10.00  octyl methoxycinnamate 6.00 PEG-7-hyrogenated castor oil 6.00 titanium dioxide 5.00 compound No. 24 of Table 2 5.00 mineral oil 5.00 isoamyl p-methoxycinnamate 5.00 propylene glycol 3.00 jojoba oil 3.00 4-methylbenzylidene campher 2.00 poly(PEG-45-co-dodecyl glycol) 1.00 dimethicone 0.50 PEG-40-hydrogenated castor oil 0.50 tocopheryl acetate 0.50 phenoxyethanol 0.20 EDTA

Example 8

Grease-free Gel

Mass content in wt %

ad 100 water 8.00 octyl methoxycinnamate 7.00 titanium dioxide 5.00 compound No. 1 of Table 2 5.00 glycerol 5.00 PEG-2 PABA 1.00 4-methylbenzylidene campher 0.40 poly(acrylate-cross-C₁₀-C₃₀ alkyl acrylate) 0.30 imidazolidinyl urea 0.25 hydroxyethyl cellulose 0.25 sodium methylparaben 0.20 disodium EDTA 0.15 fragrance 0.15 sodium propylparaben 0.10 sodium hydroxide

Example 9

Grease-free Gel

Mass content in wt %

ad 100 water 8.00 octyl methoxycinnamate 7.00 titanium dioxide 5.00 compound No. 24 of Table 2 5.00 glycerol 5.00 PEG-2 PABA 1.00 4-methylbenzylidene campher 0.40 poly(acrylate-cross-C₁₀-C₃₀ alkyl acrylate) 0.30 imidazolidinyl urea 0.25 hydroxyethyl cellulose 0.25 sodium methylparaben 0.20 disodium EDTA 0.15 fragrance 0.15 sodium propylparaben 0.10 sodium hydroxide

Example 10

Sun-shading Cream (LSF 20)

Mass content in wt %

ad 100 water 8.00 octyl methoxycinnamate 8.00 titanium dioxide 6.00 PEG-7-hydrogenated castor oil 5.00 compound No. 1 of Table 2 6.00 mineral oil 5.00 zinc oxide 5.00 isopropyl palmitate 5.00 imidazolidinyl urea 3.00 jojoba oil 2.00 poly(PEG-45-co-dodecyl glycol) 1.00 4-methylbenzylidene campher 0.60 magnesium stearate 0.50 tocopheryl acetate 0.25 methylparaben 0.20 disodium EDTA 0.15 propylparaben

Example 11

Sun-shading Cream (LSF 20)

Mass content in wt %

ad 100 water 8.00 octyl methoxycinnamate 8.00 titanium dioxide 6.00 PEG-7-hydrogenated castor oil 5.00 compound No. 24 of Table 2 6.00 mineral oil 5.00 zinc oxide 5.00 isopropyl palmitate 5.00 imidazolidinyl urea 3.00 jojoba oil 2.00 poly(PEG-45-co-dodecyl glycol) 1.00 4-methylbenzylidene campher 0.60 magnesium stearate 0.50 tocopheryl acetate 0.25 methylparaben 0.20 disodium EDTA 0.15 propylparaben

Example 12

Sun-shading Cream, Waterproof

Mass content in wt %

ad 100 water 8.00 octyl methoxycinnamate 5.00 PEG-7-hydrogenated castor oil 5.00 propylene glycol 4.00 isopropyl palmitate 4.00 caprylic/capric triglyceride 5.00 compound No. 1 of Table 2 4.00 glycerol 3.00 jojoba oil 1.00 4-methylbenzylidene campher 2.00 titanium dioxide 1.50 poly(PEG-45-co-dodecyl glycol) 1.50 dimethicone 0.70 magnesium sulfate 0.50 magnesium stearate 0.15 fragrance

Example 13

Sun-shading Cream, Waterproof

Mass content in wt %

ad 100 water 8.00 octyl methoxycinnamate 5.00 PEG-7-hydrogenated castor oil 5.00 propylene glycol 4.00 isopropyl palmitate 4.00 caprylic/capric triglyceride 5.00 compound No. 24 of Table 2 4.00 glycerol 3.00 jojoba oil 2.00 4-methylbenzylidene campher 2.00 titanium dioxide 1.50 poly(PEG-45-co-dodecyl glycol) 1.50 dimethicone 0.70 magnesium sulfate 0.50 magnesium stearate 0.15 fragrance

Example 14

Sun-shading Lotion (LSF 6)

Mass content in wt %

ad 100 water 10.00  mineral oil 6.00 PEG-7-hydrogenated castor oil 5.00 isopropyl palmitate 4.00 caprylic/capric triglyceride 3.50 octyl methoxycinnamate 5.00 compound No. 1 of Table 2 3.00 caprylic/capric triglyceride 3.00 jojoba oil 2.00 poly(PEG-45-co-dodecyl glycol) 0.70 magnesium sulfate 0.60 magnesium stearate 0.50 tocopheryl acetate 0.30 glycerol 0.25 methylparaben 0.15 polyparaben 0.05 tocopherol

Example 15

Sun-shading Lotion (LSF 6)

Mass content in wt %

ad 100 water 10.00  mineral oil 6.00 PEG-7-hydrogenated castor oil 5.00 isopropyl palmitate 4.00 caprylic/capric triglyceride 3.50 octyl methoxycinnamate 5.00 compound No. 24 of Table 2 3.00 caprylic/capric triglyceride 3.00 jojoba oil 2.00 poly(PEG-45-co-dodecyl glycol) 0.70 magnesium sulfate 0.60 magnesium stearate 0.50 tocopheryl acetate 0.30 glycerol 0.25 methylparaben 0.15 polyparaben 0.05 tocopherol

Example 16

Sun-shading Cream, Waterproof

Mass content in wt %

ad 100 water 8.00 octyl methoxycinnamate 5.00 PEG-7-hydrogenated castor oil 5.00 propylene glycol 4.00 isopropyl palmitate 4.00 caprylic/capric triglyceride 3.00 compound No. 17 of Table 2 2.00 compound No. 24 of Table 2 4.00 glycerol 3.00 jojoba oil 2.00 4-methylbenzylidene campher 2.00 titanium dioxide 1.50 poly(PEG-45-co-dodecyl glycol) 1.50 dimethicone 0.70 magnesium sulfate 0.50 magnesium stearate 0.15 fragrance

Example 17

Sun-shading Lotion (LSF 6)

Mass content in wt %

ad 100 water 10.00  mineral oil 6.00 PEG-7-hydrogenated castor oil 5.00 isopropyl palmitate 3.50 octyl methoxycinnamate 5.00 compound No. 24 of Table 2 3.00 caprylic/capric triglyceride 3.00 jojoba oil 2.00 poly(PEG-45-co-dodecyl glycol) 0.70 magnesium sulfate 0.60 magnesium stearate 0.50 tocopheryl acetate 0.30 glycerol 0.25 methylparaben 0.15 polyparaben 0.05 tocopherol 

We claim:
 1. A compound of formula

where the C═C double bond is present in an E and/or Z configuration, and; R¹ is COOR⁵; R² is COOR⁶; R³ is hydrogen; R⁴ is a substituted or unsubstituted aromatic or heteroaromatic group having up to 8 carbon atoms; wherein R⁵ and R⁶ independently are each a substituted or unsubstituted aromatic group having up to 8 carbon atoms.
 2. The compound of claim 1 wherein R⁴ is a substituted phenyl, thienyl, furyl, pyridyl, indolyl or naphthyl group.
 3. The compound of claim 2 wherein R⁴ is an substituted or unsubstituted phenyl or thienyl group.
 4. The compound of claim 3, wherein the phenyl or thienyl group is substituted by a member selected from the group consisting of methoxy, ethoxy, isopropoxy, n-propoxy, 1-methylpropoxy, n-butoxy, n-pentoxy, 2-methylpropoxy, 3-methylbutoxy, 1,1-dimethylpropoxy, 2,2-dimethylpropoxy, hexoxy, 1-methyl-ethylpropoxy, heptoxy octoxy and 2-ethylhexoxy.
 5. The compound of claim 1, wherein R⁴ is a substituted phenyl, thienyl, furyl, pyridyl, indolyl or naphthyl group. 